Search results

Search for "correlation" in Full Text gives 622 result(s) in Beilstein Journal of Organic Chemistry. Showing first 200.

Sesquiterpenes from the soil-derived fungus Trichoderma citrinoviride PSU-SPSF346

  • Wiriya Yaosanit,
  • Vatcharin Rukachaisirikul,
  • Souwalak Phongpaichit,
  • Sita Preedanon and
  • Jariya Sakayaroj

Beilstein J. Org. Chem. 2022, 18, 479–485, doi:10.3762/bjoc.18.50

Graphical Abstract
  • correlation of H-6 with the carboxyl carbonyl carbon (C-14, δC 179.6). The HMBC correlations of the geminal olefinic protons (Hab-3, δH 5.93 and 5.52) to the remaining carboxyl carbonyl carbon (C-1, δC 174.5), C-2 (δC 150.2) and C-4 (δC 84.6) and H-4 (δH 4.72) to C-2 and C-3 (δC 118.7) and the chemical shift
PDF
Album
Supp Info
Full Research Paper
Published 29 Apr 2022

Tosylhydrazine-promoted self-conjugate reduction–Michael/aldol reaction of 3-phenacylideneoxindoles towards dispirocyclopentanebisoxindole derivatives

  • Sayan Pramanik and
  • Chhanda Mukhopadhyay

Beilstein J. Org. Chem. 2022, 18, 469–478, doi:10.3762/bjoc.18.49

Graphical Abstract
  • (Supporting Information File 1). The correlation between two syn-Hs of C4-OH/C2-H and another two syn-Hs of C4-OH/α C5-H were well visualized in the NOESY spectra. In order to explain the formation of dispirocyclopentanebisoxindole after studying some related literatures [23][24][25][29] a plausible reaction
PDF
Album
Supp Info
Full Research Paper
Published 27 Apr 2022

Tetraphenylethylene-embedded pillar[5]arene-based orthogonal self-assembly for efficient photocatalysis in water

  • Zhihang Bai,
  • Krishnasamy Velmurugan,
  • Xueqi Tian,
  • Minzan Zuo,
  • Kaiya Wang and
  • Xiao-Yu Hu

Beilstein J. Org. Chem. 2022, 18, 429–437, doi:10.3762/bjoc.18.45

Graphical Abstract
  • interaction between m-TPEWP5 and G (1 equiv of each) in D2O. A strong cross-correlation peak was perceived between the m-TPEWP5 aromatic protons and the Hc proton of G. The above results evidenced that the alanine pendant of the guest unit stayed in the m-TPEWP5 cavity. Besides, in order to confirm the host
PDF
Album
Supp Info
Full Research Paper
Published 13 Apr 2022

Four bioactive new steroids from the soft coral Lobophytum pauciflorum collected in South China Sea

  • Di Zhang,
  • Zhe Wang,
  • Xiao Han,
  • Xiao-Lei Li,
  • Zhong-Yu Lu,
  • Bei-Bei Dou,
  • Wen-Ze Zhang,
  • Xu-Li Tang,
  • Ping-Lin Li and
  • Guo-Qiang Li

Beilstein J. Org. Chem. 2022, 18, 374–380, doi:10.3762/bjoc.18.42

Graphical Abstract
  • 1.94) with H-14 (δH 1.50) indicated the β-orientation of H-8/H3-18/H3-19, while α-orientation of H-9/H-14. Furthermore, the NOESY correlation of H3-21 with H3-18 suggests the E geometry of ∆17(20). The absolute configuration of 2 was established by single-crystal X-ray diffraction analysis (Figure 4
  • correlations (Figure 2) found from H3-21 to C-17/C-20/C-22, from H3-26 to C-25/C-27/C-24, and from H3-28 to C-24/C-25, together with the 1H,1H-COSY correlation (Figure 2) from H-22 to H-24 confirmed the side chain of compound 3. Thus, the planar structure of compound 3 was established, which was the same as
  • proton–proton correlation of H-17/H-20/H-21/H-22/H-23/H2-29. These data, together with the key HMBC correlations from H3-28 to C-23/C-24/C-25 and from H3-26/H3-27 to C-24/C-25, confirmed the structure of the side chain of compound 4. The NOESY correlations (Figure 3) from H-1a (δH 1.22) to H-3 and H-9, H
PDF
Album
Supp Info
Full Research Paper
Published 08 Apr 2022

Amamistatins isolated from Nocardia altamirensis

  • Till Steinmetz,
  • Wolf Hiller and
  • Markus Nett

Beilstein J. Org. Chem. 2022, 18, 360–367, doi:10.3762/bjoc.18.40

Graphical Abstract
  • ppm). Therefore, compound 1 must feature three ring structures in order to comply with the required degrees of unsaturation. Proton–proton correlation spectroscopy (COSY) revealed four spin systems, which could be connected through 1H,13C long-range correlations (Figure 2) determined in a
  • heteronuclear multiple bond correlation (HMBC) experiment. The first spin system comprises the proton signals at δH 4.46 (dd, J = 11.3, 1.6 Hz, H-2), 3.22 (m, H2-6), 1.90 (m, H-4a), 1.77 (m, H-4b), 1.89 (m, H-3a), 1.45 (m, H-3b), and 1.30 ppm (m, H2-5). HMBC correlations from H-2 and H-6 to the carbonyl carbon
  • C-1 in combination with the observed chemical shifts reinforced the assumption of an α-amino-ε-caprolactam structure. An HMBC correlation from H-2 to a carbonyl carbon at 176.5 ppm (C-7) allowed the linkage of this moiety with a 2,2-dimethyl-3-hydroxydecanoic acid residue, which was identified on
PDF
Album
Supp Info
Full Research Paper
Published 30 Mar 2022

Glycosylated coumarins, flavonoids, lignans and phenylpropanoids from Wikstroemia nutans and their biological activities

  • Meifang Wu,
  • Xiangdong Su,
  • Yichuang Wu,
  • Yuanjing Luo,
  • Ying Guo and
  • Yongbo Xue

Beilstein J. Org. Chem. 2022, 18, 200–207, doi:10.3762/bjoc.18.23

Graphical Abstract
  • based on the HMBC correlations from H-4 (δH 7.70) to C-2 (δC 161.3), C-5 (δC 121.4), and C-6 (δC 153.5), together with a 1H-1H COSY correlation between H-3 and H-4 (substructure A), while the HMBC cross-peaks from H-4' (δH 7.67) to C-2' (δC 161.1), C-5' (δC 130.3), and C-8a (δC 141.5), along with the
  • two spin-spin systems of H-3'/H-4' and H-5'/H-6' (substructure B) depicted in the 1H-1H COSY of 1. Although the direct evidence between substructures A and B was missing, to our delighted, the key ROESY correlation of H-5/H-8' (Figure 3 and Supporting Information File 1, Figure S34, recorded in DMSO
  • -configuration (Figure 3). The key HMBC correlations of δH 4.35 and 4.75 (Glc H-6'') with δC 106.8 (Xyl C-1''') and the reverse correlation of δH 4.94 (Xyl H-1''') with δC 170.6 (Glc C-6'') suggested the linkage of the xylopyranosyl moiety at C-6 of the glucopyranosyl unit. This deduction was further confirmed
PDF
Album
Supp Info
Full Research Paper
Published 16 Feb 2022

Mechanistic studies of the solvolysis of alkanesulfonyl and arenesulfonyl halides

  • Malcolm J. D’Souza and
  • Dennis N. Kevill

Beilstein J. Org. Chem. 2022, 18, 120–132, doi:10.3762/bjoc.18.13

Graphical Abstract
  • . The solvolyses of these additional types of sulfur(VI) substrates will be the topics of a future review. Keywords: correlation; Grunwald–Winstein equation; Hammett equation; mechanism; solvolysis; sulfonyl halides; Review 1. Introduction to solvolyses of sulfonyl halides In medicinal chemistry
  • the unimolecular (low l value and high m value), as in the solvolyses of tert-butyl chloride [25][35], or a tendency to bimolecular solvolyses (high l value and intermediate m value, as is very well illustrated in a correlation of the rates of solvolyses of phenyl chloroformate [42]. When applying to
  • this review which involve the application of the extended Grunwald–Winstein equation should, through a consideration of goodness-of-fit parameters, such as correlation coefficient and F-test value, allow this question to be answered. 3. Studies by Bentley and co-workers Koo, Bentley, Kang, and Lee [43
PDF
Album
Review
Published 17 Jan 2022

Tenacibactins K–M, cytotoxic siderophores from a coral-associated gliding bacterium of the genus Tenacibaculum

  • Yasuhiro Igarashi,
  • Yiwei Ge,
  • Tao Zhou,
  • Amit Raj Sharma,
  • Enjuro Harunari,
  • Naoya Oku and
  • Agus Trianto

Beilstein J. Org. Chem. 2022, 18, 110–119, doi:10.3762/bjoc.18.12

Graphical Abstract
  • . The methylene carbon C35 adjacent to the hydroxamic acid group showed a smaller chemical shift (δC 28.0). The positional assignment of C34 and C35 was made by a ROESY correlation observed between H34 and 32-NH (Figure 2). To verify the structure deduced from the NMR analysis, an MS/MS analysis was
PDF
Album
Supp Info
Full Research Paper
Published 13 Jan 2022

Regioselective synthesis of methyl 5-(N-Boc-cycloaminyl)-1,2-oxazole-4-carboxylates as new amino acid-like building blocks

  • Jolita Bruzgulienė,
  • Greta Račkauskienė,
  • Aurimas Bieliauskas,
  • Vaida Milišiūnaitė,
  • Miglė Dagilienė,
  • Gita Matulevičiūtė,
  • Vytas Martynaitis,
  • Sonata Krikštolaitytė,
  • Frank A. Sløk and
  • Algirdas Šačkus

Beilstein J. Org. Chem. 2022, 18, 102–109, doi:10.3762/bjoc.18.11

Graphical Abstract
  • -HMBC spectra. The aforementioned enamine proton and protons 2’(4’)-H (δ 4.00-4.09 ppm) from the azetidine ring system shared the HMBC cross-peak with the ketone carbonyl carbon (δ 195.4 ppm). Finally, in the 1H,15N-HMBC spectrum of 3a, an expected long-range correlation between the enamine proton (δ
  • -ADEQUATE spectrum thus allowing to assign a neighboring quaternary carbons C-4 (δ 109.9 ppm) and C-5 (δ 175.4 ppm), H–C(3)–C(4) and H–C(3’)–C(5), respectively. The 1H,15N-HMBC experiment revealed an expected long-range correlation between the 1,2-oxazole methine H-3 proton (δ 8.50 ppm) and nitrogen N-2
  • which resonated at δ −0.6 ppm, while the azetidine ring protons showed a sole correlation with the azetidine nitrogen N-1’ (δ −311.7 ppm) [29][39]. Furthermore, 15N-labeled methyl 5-(N-Boc-azetidin-3-yl)-1,2-oxazole-4-carboxylate (5) was synthesized by analogy to 4a, by the reaction of β-enamino
PDF
Album
Supp Info
Full Research Paper
Published 12 Jan 2022

Efficient and regioselective synthesis of dihydroxy-substituted 2-aminocyclooctane-1-carboxylic acid and its bicyclic derivatives

  • İlknur Polat,
  • Selçuk Eşsiz,
  • Uğur Bozkaya and
  • Emine Salamci

Beilstein J. Org. Chem. 2022, 18, 77–85, doi:10.3762/bjoc.18.7

Graphical Abstract
  • data (COSY and HMQC). The diagonal peak at 4.62 ppm has cross peaks with the protons resonating at 4.26 and 4.39 ppm, respectively, in the COSY spectra of 8. The cross peak between H-7 and H-6 showed strong correlation, which clearly supports the trans relation of the proton H-6. The cross peak between
  • H-7 and H-10 also showed weak correlation, which clearly supports the cis relation of the proton H-10. In this reaction, lactonization and hydrolysis of the Boc group to the corresponding amine were observed. The formation of lactone 8 as the major product can be explained by nucleophilic attack of
  • resonating at 4.49, 1.53, and 2.02 ppm, respectively, in the COSY spectra of 10. The cross peak (δ 4.49 ppm) between H-6 and H-7 showed a strong correlation, which clearly supports the trans relation of the proton H-7. Furthermore, its structure was unambiguously confirmed by single crystal X-ray analysis
PDF
Album
Supp Info
Full Research Paper
Published 06 Jan 2022

Unsaturated fatty acids and a prenylated tryptophan derivative from a rare actinomycete of the genus Couchioplanes

  • Shun Saito,
  • Kanji Indo,
  • Naoya Oku,
  • Hisayuki Komaki,
  • Masashi Kawasaki and
  • Yasuhiro Igarashi

Beilstein J. Org. Chem. 2021, 17, 2939–2949, doi:10.3762/bjoc.17.203

Graphical Abstract
  • . The 1H NMR spectrum of 2 was similar to those of 1 in overall (Table 1 and Table 2). One major difference was a replacement of the triplet methyl peak in 1 by a six proton-equivalent doublet methyl peak, which suggested an isopropyl-terminated structure. This was proven by a COSY correlation between
  • unused carbon (δH 177.1, C-1) and the molecular formula. A NOESY correlation between H-11 and H-12 supported an E-configuration for the C-4/C-5 double bond. The established planar structure was identical to that of a fungal metabolite phialomustin B [26], for which specific rotation, enumerated 1H and
PDF
Album
Supp Info
Full Research Paper
Published 16 Dec 2021

A photochemical C=C cleavage process: toward access to backbone N-formyl peptides

  • Haopei Wang and
  • Zachary T. Ball

Beilstein J. Org. Chem. 2021, 17, 2932–2938, doi:10.3762/bjoc.17.202

Graphical Abstract
  • product selectivity in the irradiation of alkenyl amide 1 across a range of pH and found a significant correlation (Figure 3b–d). The formyl product 8 predominated at acidic and neutral pH. The amount of 8 decreased with increasing pH, and above pH 10 the C–X cleavage product 2 became the major product
PDF
Album
Supp Info
Letter
Published 15 Dec 2021

Recent advances in the asymmetric phosphoric acid-catalyzed synthesis of axially chiral compounds

  • Alemayehu Gashaw Woldegiorgis and
  • Xufeng Lin

Beilstein J. Org. Chem. 2021, 17, 2729–2764, doi:10.3762/bjoc.17.185

Graphical Abstract
  • excellent enantioselectivity when either CAT 1 (93–97% ee) or CPA 7 (93–96% ee) was used as catalyst (Scheme 21). The authors described that, BINOL-derived CPAs and pThr-type CPA scaffolds were found to be effective for atroposelective cyclodehydrations. Both the DFT and catalyst correlation studies showed
PDF
Album
Review
Published 15 Nov 2021

Synthesis of new bile acid-fused tetrazoles using the Schmidt reaction

  • Dušan Đ. Škorić,
  • Olivera R. Klisurić,
  • Dimitar S. Jakimov,
  • Marija N. Sakač and
  • János J. Csanádi

Beilstein J. Org. Chem. 2021, 17, 2611–2620, doi:10.3762/bjoc.17.174

Graphical Abstract
  • tetrazole formation. In support of this was the fact that no lactam byproduct was detected in reactions carried out with TMSN3. As it was confirmed by detailed NMR analysis (see Supporting Information File 1), only homoregioisomeric 12a-azatetrazoles were obtained. This is in good correlation with earlier
PDF
Album
Supp Info
Full Research Paper
Published 20 Oct 2021

Silica gel and microwave-promoted synthesis of dihydropyrrolizines and tetrahydroindolizines from enaminones

  • Robin Klintworth,
  • Garreth L. Morgans,
  • Stefania M. Scalzullo,
  • Charles B. de Koning,
  • Willem A. L. van Otterlo and
  • Joseph P. Michael

Beilstein J. Org. Chem. 2021, 17, 2543–2552, doi:10.3762/bjoc.17.170

Graphical Abstract
  • geometry was inferred from its NOESY spectrum, which showed a weak but distinct correlation between the vinyl proton singlet (δ 5.66) and the methylene group flanked by nitrogen and the ester (δ 4.06). The E-geometry was also suggested by the chemical shift of the hydrogen atoms at C-3 of the pyrrolidine
PDF
Album
Supp Info
Full Research Paper
Published 13 Oct 2021

In-depth characterization of self-healing polymers based on π–π interactions

  • Josefine Meurer,
  • Julian Hniopek,
  • Johannes Ahner,
  • Michael Schmitt,
  • Jürgen Popp,
  • Stefan Zechel,
  • Kalina Peneva and
  • Martin D. Hager

Beilstein J. Org. Chem. 2021, 17, 2496–2504, doi:10.3762/bjoc.17.166

Graphical Abstract
  • scratches [18]. However, little is known about the exact healing mechanism on the molecular scale and the correlation to the macroscopic properties of such polymers. For this purpose, the current study will focus on the design of polymers containing π–π interactions and the quantification of the healing
  • ionomers revealed a strong correlation of the bond lifetime with the healing behavior [27]. A similar behavior was also observed for metallopolymers [13]. Consequently, the polymers P1 and P2 were also studied by frequency sweeps at certain temperatures (see Figure 3). At temperatures below the endothermic
  • and presumably associated with the elastic recovery of the material. Consequently, for the first time, a correlation between the structure behavior of polymers featuring reversible π–π interactions and the healing behavior could be obtained. Conclusion Supramolecular polymers based on π–π interactions
PDF
Album
Supp Info
Full Research Paper
Published 29 Sep 2021

Synthesis of 5-arylacetylenyl-1,2,4-oxadiazoles and their transformations under superelectrophilic activation conditions

  • Andrey I. Puzanov,
  • Dmitry S. Ryabukhin,
  • Anna S. Zalivatskaya,
  • Dmitriy N. Zakusilo,
  • Darya S. Mikson,
  • Irina A. Boyarskaya and
  • Aleksander V. Vasilyev

Beilstein J. Org. Chem. 2021, 17, 2417–2424, doi:10.3762/bjoc.17.158

Graphical Abstract
  • vinyl triflates 4a–c with a predominant formation of Z-isomers as product of an anti-addition of TfOH to the acetylene bond (Scheme 3). E/Z-Stereochemistry of compounds 4a–c was determined by H,F-NOESY correlation between vinyl proton (>C=CH–) and the CF3 group from the TfO substituent (see Supporting
PDF
Album
Supp Info
Full Research Paper
Published 15 Sep 2021

Strategies for the synthesis of brevipolides

  • Yudhi D. Kurniawan and
  • A'liyatur Rosyidah

Beilstein J. Org. Chem. 2021, 17, 2399–2416, doi:10.3762/bjoc.17.157

Graphical Abstract
  • . Analysis of data combination from ovicidal activity, mass spectrometry, and metabolomics using HPLC-diode array detector-MS (HPLC-DAD-MS), partial least squares regression analysis (PLS-DA), and a correlation map (univariate correlation analyses) enabled the prediction of compounds that have a positive
  • correlation with biological activity. This analysis attributed two detected [M − H]− signals to dihydrobrevipolides C and F. Nevertheless, further structural identification was not performed. Conclusion The characteristic structural features of 5,6-dihydro-α-pyrone derivatives isolated from Hyptis brevipes
PDF
Album
Review
Published 14 Sep 2021

Isolation and characterization of new phenolic siderophores with antimicrobial properties from Pseudomonas sp. UIAU-6B

  • Emmanuel T. Oluwabusola,
  • Olusoji O. Adebisi,
  • Fernando Reyes,
  • Kojo S. Acquah,
  • Mercedes De La Cruz,
  • Larry L. Mweetwa,
  • Joy E. Rajakulendran,
  • Digby F. Warner,
  • Deng Hai,
  • Rainer Ebel and
  • Marcel Jaspars

Beilstein J. Org. Chem. 2021, 17, 2390–2398, doi:10.3762/bjoc.17.156

Graphical Abstract
  • carboxamide C-10 (δC 172.9) and the quaternary carbon C-16 (δC 140.2), between H2-15 and H-18/20 to the quaternary carbon C-16, and a strong correlation from H-15 and H-19 to C-17/20 (δC 129.9). The new oxazoline derivative 5 was named pseudomonbactin B. The absolute configuration of the threonine residue in
PDF
Album
Supp Info
Full Research Paper
Published 13 Sep 2021

Phenolic constituents from twigs of Aleurites fordii and their biological activities

  • Kyoung Jin Park,
  • Won Se Suh,
  • Da Hye Yoon,
  • Chung Sub Kim,
  • Sun Yeou Kim and
  • Kang Ro Lee

Beilstein J. Org. Chem. 2021, 17, 2329–2339, doi:10.3762/bjoc.17.151

Graphical Abstract
  • , and 118.0, respectively], indicating that compound 2 could be a stereoisomer of 5 at C-7 and C-8. The inspection of the COSY, HSQC, and HMBC spectra confirmed the planar structure of 2. The HMBC correlation of H-1′′ to C-4 indicated that the rhamnose unit was linked to the oxygen at C-4 and the
  • methoxy groups [57.3 (×2)], and a glucose unit (δC 104.6, 78.6, 78.1, 75.8, 71.5, and 62.7). The location of the glucose unit was determined to be at C-4 by analysis of the HMBC data showing a correlation from H-1′ to C-4. The coupling constant (7.7 Hz) of the anomeric proton of glucose suggested that it
  • location of the glucose unit was determined to be at C-4 based on the analysis of the HMBC data showing a correlation from H-1′ to C-4 (Figure 2). The HMBC cross-peaks of H-2′/C-7′′ and H-6′/C-7′′′ also indicated the presence of two galloyl groups at C-2′ and C-6′ of the glucose unit, respectively (Figure
PDF
Album
Supp Info
Full Research Paper
Published 07 Sep 2021

Post-functionalization of drug-loaded nanoparticles prepared by polymerization-induced self-assembly (PISA) with mitochondria targeting ligands

  • Janina-Miriam Noy,
  • Fan Chen and
  • Martina Stenzel

Beilstein J. Org. Chem. 2021, 17, 2302–2314, doi:10.3762/bjoc.17.148

Graphical Abstract
  • localization for the employed samples, despite carrying a mitochondria target on its surface according to the the Pearson correlation coefficient shown in Table 3. Moreover, PPM-NP4-TPP represents notable lower co-localization into the mitochondria than PPM-NP4 (Figure 6 and Supporting Information File 1
  • , Figure S2), which is supported by the calculation of the Pearson’s correlation coefficient (Table 3). The Pearson’s correlation coefficient – which is a statistical formula that calculates the correlation between two variables – decreases in number for the PPM-NP4-TPP micelles, indicating that less
PDF
Album
Supp Info
Full Research Paper
Published 03 Sep 2021

Nomimicins B–D, new tetronate-class polyketides from a marine-derived actinomycete of the genus Actinomadura

  • Zhiwei Zhang,
  • Tao Zhou,
  • Taehui Yang,
  • Keisuke Fukaya,
  • Enjuro Harunari,
  • Shun Saito,
  • Katsuhisa Yamada,
  • Chiaki Imada,
  • Daisuke Urabe and
  • Yasuhiro Igarashi

Beilstein J. Org. Chem. 2021, 17, 2194–2202, doi:10.3762/bjoc.17.141

Graphical Abstract
  • -cis configuration of the diene moiety was indicated by a NOESY correlation between H21 and H27. The absolute configuration of the dehydrodecalin moiety of 3 was tentatively assigned to be identical with 4 because 3 was considered as a biosynthetic precursor of 4 [20]. Compounds 1‒3 showed
PDF
Album
Supp Info
Full Research Paper
Published 27 Aug 2021

Constrained thermoresponsive polymers – new insights into fundamentals and applications

  • Patricia Flemming,
  • Alexander S. Münch,
  • Andreas Fery and
  • Petra Uhlmann

Beilstein J. Org. Chem. 2021, 17, 2123–2163, doi:10.3762/bjoc.17.138

Graphical Abstract
PDF
Album
Review
Published 20 Aug 2021

Progress and challenges in the synthesis of sequence controlled polysaccharides

  • Giulio Fittolani,
  • Theodore Tyrikos-Ergas,
  • Denisa Vargová,
  • Manishkumar A. Chaube and
  • Martina Delbianco

Beilstein J. Org. Chem. 2021, 17, 1981–2025, doi:10.3762/bjoc.17.129

Graphical Abstract
  • are ideal probes to study polysaccharides at the molecular level and identify structure–property correlations. Access to synthetic polysaccharides facilitated the correlation of chemical structure with molecular conformations [5][6], intermolecular interactions [7][8], and biological response [9
  • correlation between chain length and biological activity, significant effort has been put to chemically synthesize β(1–3)-glucans with well-defined lengths. In contrast to β(1–4)-glucans (i.e., cellulose), β(1–3)-glucans with a DP up to 20 can be dissolved in water [112], simplifying the synthetic process
PDF
Album
Review
Published 05 Aug 2021

Regioselective N-alkylation of the 1H-indazole scaffold; ring substituent and N-alkylating reagent effects on regioisomeric distribution

  • Ryan M. Alam and
  • John J. Keating

Beilstein J. Org. Chem. 2021, 17, 1939–1951, doi:10.3762/bjoc.17.127

Graphical Abstract
  • multiple bond correlation (HMBC)) was employed [27]. For example, (1H–13C) HMBC analysis of N-1 regioisomer 10 shows a 1H–13C correlation between the C-7a carbon of the indazole ring and the n-pentyl CH2 proton pair proximal to the indazole N-1 atom (Figure 2). No evident 1H–13C correlation was observed
  • between the n-alkyl CH2 proton pair proximal to the indazole N-1 atom and the indazole C-3 atom, for N-1 substituted indazole regioisomer 10. Conversely, (1H–13C) HMBC analysis of N-2 substituted regioisomer 11, revealed a 1H–13C correlation between the alkyl CH2 proton pair (proximal to the indazole N-2
  • atom) and the C-3 carbon of the indazole heterocycle, while no 1H–13C correlation was observed between the alkyl CH2 proton pair and the C-7a carbon atom of the indazole ring. With a set of optimal conditions for the regioselective N-1 alkylation of methyl ester 9 in hand (Table 1, entry 22), our
PDF
Album
Supp Info
Full Research Paper
Published 02 Aug 2021
Other Beilstein-Institut Open Science Activities