Fe(II)/Et₃N-Relay-catalyzed domino reaction of isoxazoles with imidazolium salts in the synthesis of methyl 4-imidazolylpyrrole-2-carboxylates, its ylide and betaine derivatives

• Ekaterina E. Galenko,
• Olesya A. Tomashenko,
• Alexander F. Khlebnikov,
• Mikhail S. Novikov and
• Taras L. Panikorovskii

Beilstein J. Org. Chem. 2015, 11, 1732–1740, doi:10.3762/bjoc.11.189

• (39.51 ppm). Mass spectra were recorded on a Bruker maXis HRMS–ESI–QTOF, with electrospray ionization in positive mode. IR spectra were recorded on a Bruker FTIR spectrometer Tensor 27 for tablets in KBr, only characteristic absorption is indicated. The single crystal X-ray diffraction experiment was

• ), 118.1(C), 124.2 (CH), 125.6 (CH), 126.6 (C), 127.8 (CH), 127.9 (CH), 128.0 (C), 128.9 (CH), 129.5 (CH), 129.7 (CH), 130.4 (C), 130.6 (C), 133.8 (C), 138.8 (CH), 160.2 (C); HRMS–ESI (m/z): [M – Br]+ calcd for C22Н19ClN3O2, 392.1160; found, 392.1168; IR (KBr, cm−1) ν: 3389, 3042, 1706. General procedure

• ), 139.1 (CH), 160.5 (C); HRMS–ESI (m/z): [M + H]+ calcd for C21Н18N3O2, 344.1394; found, 344.1401; IR (KBr, cm–1) ν: 3124, 2951, 1688. General procedure for the synthesis of pyrrolydes 2 from 5-methoxycarbonylpyrrol-3-ylimidazolium bromides 1. A suspension of 3-(1H-pyrrol)-1H-imidazol-3-ium bromide 1 (1

Reaction of allene esters with Selectfluor/TMSX (X = I, Br, Cl) and Selectfluor/NH₄SCN: Competing oxidative/electrophilic dihalogenation and nucleophilic/conjugate addition

• A. Srinivas Reddy and
• Kenneth K. Laali

Beilstein J. Org. Chem. 2015, 11, 1641–1648, doi:10.3762/bjoc.11.180

• Selectfluor/KBr [13], and the thiocyanation of representative heteroarenes and ketones with NH4SCN [14][15]. Oxidative transformations such as amide to imide mediated by Selectfluor in combination with CuBr have also been shown [16][17]. In an earlier study, we reported on the potential of Selectfluor to act

Consequences of the electronic tuning of latent ruthenium-based olefin metathesis catalysts on their reactivity

• Karolina Żukowska,
• Eva Pump,
• Aleksandra E. Pazio,
• Krzysztof Woźniak,
• Luigi Cavallo and
• Christian Slugovc

Beilstein J. Org. Chem. 2015, 11, 1458–1468, doi:10.3762/bjoc.11.158

• (CD2Cl2) δ 19.0, 20.9, 51.8, 116.1, 117.5, 122.6, 128.1, 129.4, 129.7, 133.9, 134.0, 134.6, 136.2, 138.3, 138.9, 146.8, 155.6, 209.4, 285.5 ppm; IR (KBr) ν: 3320, 3042, 3004, 2949, 2912, 2855, 2837, 2810, 2237, 1959, 1704, 1682, 1601, 1586, 1556, 1478, 1454, 1445, 1427, 1418, 1398, 1378, 1326, 1315, 1289

• , 117.0, 122.8, 129.2, 130.8, 133.4, 134.3, 136.0, 138.9, 139.0, 145.9, 152.2, 156.3, 190.0, 210.6, 288.2 ppm; IR (KBr) ν: 3003, 2952, 2912, 2854, 2734, 2232, 1950, 1734, 1694, 1605, 1584, 1551, 1480, 1419, 1401, 1379, 1319, 1294, 1261, 1222, 1174, 1154, 1138, 1092, 1036, 987, 929, 910, 887, 846, 813, 794

New depsidones and isoindolinones from the mangrove endophytic fungus Meyerozyma guilliermondii (HZ-Y₂) isolated from the South China Sea

• Senhua Chen,
• Zhaoming Liu,
• Yayue Liu,
• Yongjun Lu,
• Lei He and
• Zhigang She

Beilstein J. Org. Chem. 2015, 11, 1187–1193, doi:10.3762/bjoc.11.133

• /δH 2.05 for acetone-d6), and coupling constants (J) are given in Hz. UV data were measured on a PERSEE TU-1900 spectrophotometer. IR spectra were measured on a Nicolet Nexus 670 spectrophotometer, in KBr discs. EIMS on a DSQ EI-mass spectrometer (Thermo, Shanghai, China) and HREIMS data were measured

• ): white amorphous powder; UV (MeOH) λmax (log ε): 262 (4.25), 364 (3.56) nm; IR (KBr) νmax: 3426, 2922, 2853, 1680, 1620, 1506, 1458, 1383, 1265, 1193, 1074, 908, 877, 809 cm−1; EIMS (m/z): 288; HREIMS (m/z): 288.0627 (calcd for C15H12O6, 288.0628); 1H NMR (CD3OD, 500 MHz) and 13C NMR (CD3OD, 125 MHz

• ), see Table 1. Botryorhodine F (2): white amorphous powder; UV (MeOH) λmax (log ε): 262 (4.25), 364 (3.56) nm; IR (KBr) νmax: 3426, 2922, 2853, 1686, 1620, 1587, 1458, 1357, 1284, 1193, 1155, 1074, 915, 875, 812 cm−1; EIMS (m/z): 302; HREIMS (m/z): 302.0787 (calcd for C16H14O6, 302.0785); 1H NMR (CD3OD

New palladium–oxazoline complexes: Synthesis and evaluation of the optical properties and the catalytic power during the oxidation of textile dyes

• Rym Hassani,
• Mahjoub Jabli,
• Yakdhane Kacem,
• Jérôme Marrot,
• Damien Prim and
• Béchir Ben Hassine

Beilstein J. Org. Chem. 2015, 11, 1175–1186, doi:10.3762/bjoc.11.132

• , 70.2, 68.0, 31.3, 18.5, 15.9; 31P NMR (MeOD, 75 MHz) δ 36.0 ppm; TOF–MS (ES+) for (C34H31NOPPd): theoretical [M − Cl]+: 602.1199; measured [M − Cl]+: 602.1201; FTIR (KBr pellets, cm−1): 2956.7, 1637.4, 1436.7, 1201.0, 1094.9, 1011.0, 692.3, 513.4. Synthesis of dichloro-[1,2-bis((S)-4-phenyl-4,5

• , 130.7, 130.0, 128.2, 127.1, 126.4, 125.8, 124.6, 124.2, 70.8, 69.3, 30.0, 19.1, 15.3; TOF–MS (ES+) for (C18H29ClN4O2Pd): theoretical [M − Cl]+: 615.1365; measured [M − Cl]+: 615.1361; FTIR (KBr pellets, cm−1): 2957.8, 1642.2, 1377.8, 1200.4, 1030.8, 776.0, 573. Complex 12: [α]D −5.7 ± 0.5 (c 0.94, CHCl3

• ; FTIR (KBr pellets, cm−1): 2963.9, 2250.8, 1635.4, 1545.2, 1260.3, 1018.8. Oxidative degradation procedures of dyes All experiments were carried out in a batch system for a period of time (sufficient to achieve equilibrium) and were uniformly agitated at a speed of 150 rpm. The pH of the solution was

Reactions of nitroxides 15. Cinnamates bearing a nitroxyl moiety synthesized using a Mizoroki–Heck cross-coupling reaction

• Jerzy Zakrzewski and
• Bogumiła Huras

Beilstein J. Org. Chem. 2015, 11, 1155–1162, doi:10.3762/bjoc.11.130

• ) 20.87 (2×CH3), 31.67 (2×CH3), 43.87 (2×CH2), 60.46 (2×C(CH3)2), 66.76 (CH-O-), 118.51 (CH), 128.30 (CH), 129.10 (CH), 130.52 (CH), 134.57 (C), 145.00 (CH), 166.68 (C=O); IR (cm−1, KBr) 2976, 2937, 1712, 1639, 1450, 1308, 1168, 1008, 978, 859, 765, 709, 685. 2,2,6,6-Tetramethyl-1-oxyl-4-piperidyl 3-E-(4

• −1, KBr) 2975, 1706, 1638, 1474, 1319, 1267, 1173, 1150, 1206, 979, 822. 2,2,6,6-Tetramethyl-1-oxyl-4-piperidyl 3-E-(4-methoxyphenyl)acrylate (5d) 75.8%; mp 70–74 °C; MS (EI, 70 eV, m/z, int [%]) 332 (19, M+), 302 (6), 284 (2), 267 (5), 246 (4), 178 (32), 161 (100, ArCH=CHCO), 154 (20), 140 (8), 139

• (d, J = 16.0 Hz, 1H, Ar-CH=CH-COO); 13C NMR (50 MHz, δ, CDCl3, TMS, PhNHNH2) 20.79 (2×CH3), 31.96 (2×CH3), 44.12 (2×CH2), 55.57 (OCH3), 59.90 (2×C(CH3)2), 66.68 (CH-O-), 114.51 (CH), 116.03 (CH), 127.33, 129.94 (CH), 144.60 (CH), 161.57, 167.02 (C=O); IR (cm−1, KBr) 1707, 1632, 1604, 1515, 1290, 1255

Synthesis of photoresponsive cholesterol-based azobenzene organogels: dependence on different spacer lengths

• Yuchun Ren,
• Bin Wang and
• Xiuqing Zhang

Beilstein J. Org. Chem. 2015, 11, 1089–1095, doi:10.3762/bjoc.11.122

• spectroscopy (IR) was measured on a Nicolet 6700 spectrometer from 4000 to 500 cm−1 at room temperature. The samples were prepared as KBr pellets. The morphology of the gel samples were examined by scanning electron microscopy (SEM, S5200, FEI Company) under an acceleration voltage of 30 kV. UV–vis absorption

Indolizines and pyrrolo[1,2-c]pyrimidines decorated with a pyrimidine and a pyridine unit respectively

• Marcel Mirel Popa,
• Emilian Georgescu,
• Mino R. Caira,
• Florentina Georgescu,
• Constantin Draghici,
• Raluca Stan,
• Calin Deleanu and
• Florea Dumitrascu

Beilstein J. Org. Chem. 2015, 11, 1079–1088, doi:10.3762/bjoc.11.121

• spectra (for representative compounds) were recorded on a Bruker Vertex 70 spectrometer with horizontal device for attenuated reflectance and diamond crystal, in a spectral window ranging from 4000 to 400 cm−1 or on a Nicolet Impact 410 Spectrometer in KBr pellets. Elemental analysis was performed on a

• , 168.5 (C-4, C-1’, C-1”), 135.7 (C-4”), 139.2 (C-5’), 151.5 (C-3’), 154.7 (C-6), 155.3 (C-2), 190.7 (COAr); IR (KBr, cm−1): 1696, 1627, 1550, 1450, 1341, 1213. General procedure for obtaining pyrrolo[1,2-c]pyrimidines 12a–h 4-(2-Pyridyl)pyrimidinium bromide (3 mmol) 11a–e previously obtained and

• (C-5’), 120.6 (C-8), 126.8 (C-7), 128.8 (C-5), 129.3 (C-2), 131.4 (J = 8.9 Hz, C-2”, C-6”), 122.8, 126.1, 135.7, 139.5, 160.9 (C-3, C-8a, C-6, C-4’, C-1”), 157.9 (C-6’), 159.4 (C-2’), 165.1 (J = 252.3 Hz, C-4”), 184.3 (COAr), 193.1 (CO); IR (KBr, cm−1): 1659, 1630, 1581, 1510, 1485, 1431, 1359, 1213

Chiroptical properties of 1,3-diphenylallene-anchored tetrathiafulvalene and its polymer synthesis

• Masashi Hasegawa,
• Junta Endo,
• Seiya Iwata,
• Toshiaki Shimasaki and
• Yasuhiro Mazaki

Beilstein J. Org. Chem. 2015, 11, 972–979, doi:10.3762/bjoc.11.109

• ), 2.44 (s, 6H), 2.43 (s, 6H), 1.19 (t, J = 6.8 Hz, 12H); 13C NMR (100 MHz, CDCl3) δ 204.2, 136.9, 136.0, 130.8, 127.8, 127.7, 126.7, 126.6, 117.4, 114.8, 112.8, 107.3, 28.7, 22.8, 22.5, 19.4; IR (KBr): 2958, 2918, 2866, 1914, 1568, 1499, 1418, 835, 759 cm−1; anal. calcd for C37H36S12: C, 51.35; H, 4.19

Synthesis and characterization of the cyanobenzene-ethylenedithio-TTF donor

• Sandrina Oliveira,
• Dulce Belo,
• Isabel C. Santos,
• Sandra Rabaça and
• Manuel Almeida

Beilstein J. Org. Chem. 2015, 11, 951–956, doi:10.3762/bjoc.11.106

• ,), 7.38 (dd, J = 1, 8.1 Hz, 1H,), 7.31 (d, J = 8.1 Hz, 1H), 3.32 (s, 4H); 13C NMR (CD3)2SO) 142.8, 138.1, 130.9, 126.3, 123.9, 118.7, 113.44, 109.73, 30.11; υmax (KBr)/cm−1: 3062 (m, Ar-H), 2922 (s, CH2), 2229 (s, C≡N), 1637 and 1446 (m, C=C), and 582 (m, C-S); UV–vis (DCM) λmax = 231 nm. Crystal

Trifluoromethyl-substituted tetrathiafulvalenes

• Olivier Jeannin,
• Frédéric Barrière and
• Marc Fourmigué

Beilstein J. Org. Chem. 2015, 11, 647–658, doi:10.3762/bjoc.11.73

• for 15 days to produce thin needles which were filtered and recrystallized by slow evaporation in CH3CN to give the title compound as elongated black plates (20 mg, 78%); Anal. calcd for C30H14F6N4S12: C, 38.78; H, 1.52; N, 6.03; found: C, 38.61; H, 1.51; N, 6.08; IR νCN (KBr): 2222 cm−1. Preparation

TTFs nonsymmetrically fused with alkylthiophenic moieties

• Rafaela A. L. Silva,
• Bruno J. C. Vieira,
• Marta M. Andrade,
• Isabel C. Santos,
• Sandra Rabaça,
• Dulce Belo and
• Manuel Almeida

Beilstein J. Org. Chem. 2015, 11, 628–637, doi:10.3762/bjoc.11.71

• CH2Cl2 (Rf = 0.47). Single crystals were obtained by slow evaporation of a chloroform solution of 1. Yield: 28% (176 mg); Anal. calcd for C18H18N2S7: C, 44.41; H, 3.72; N, 5.75; S, 46.11; found: C, 44.53; H, 4.00; N, 5.17; S, 46.33; FTIR (KBr): 2960 (m, –CH2–), 2252 (m, –C≡N), 1634 (m, C=C), 1423 (S, S

• , 2.89; N, 5.97; S, 51.07; FTIR (KBr) 2924 (m, –CH2–), 2251 (m, –C≡N), 1654 and 1421 (m, C=C), 1425 (S, S–CH2–R) cm−1; 1H NMR (300 MHz, CDCl3) δ 7.26 (s, 1H, –C=CH–C–), 3.10 (t, J = 7.15 Hz, 4H, S–CH2–CH2–CN), 2.74 (t, J = 6.95 Hz, 4H, S–CH2–CH2–CN), 1.55 (s, 3H, C–CH3), 13C NMR (100 MHz CD2Cl2) δ 144.49

Synthesis of 1,2-cis-2-C-branched aryl-C-glucosides via desulfurization of carbohydrate based hemithioacetals

• Henok H. Kinfe,
• Fanuel M. Mebrahtu,
• Mandlenkosi M. Manana,
• Kagiso Madumo and
• Mokela S. Sokamisa

Beilstein J. Org. Chem. 2015, 11, 583–588, doi:10.3762/bjoc.11.64

• for the enzymes of Mycobacterium tuberculosis, in particular a deacetylase implicated in the biosynthesis of mycothiol, is under way and the results will be reported in the future. Single X-ray crystal structure of hemithioacetal 3a. (i) CAN, wet silica, KBr, CH2Cl2/CH3CN (1:1), rt, 30 min; (ii) a

Hetero-Diels–Alder reactions of hetaryl and aryl thioketones with acetylenic dienophiles

• Grzegorz Mlostoń,
• Paulina Grzelak,
• Maciej Mikina,
• Anthony Linden and
• Heinz Heimgartner

Beilstein J. Org. Chem. 2015, 11, 576–582, doi:10.3762/bjoc.11.63

• information: Melting points were determined in capillaries using a MEL-TEMP II apparatus (Aldrich) and are uncorrected. IR spectra were recorded with a FTIR NEXUS spectrophotometer as KBr pellets; absorptions (ν) in cm−1. 1H and 13C NMR spectra were measured on a Bruker Avance III (1H at 600 and 13C at 150

• [4,5]cyclohepta[1,2,3-ij]isothiochromene-6,7-dicarboxylate (4b): Yield: 328.5 mg (90%). Colorless crystals; mp 147.5–148.0 °C (MeOH); IR (KBr) ν: 3061 (w), 2948 (w), 1732 (s), 1725 (s), 1597 (w), 1562 (w), 1435 (m), 1270 (s), 1232 (s), 1030 (w), 751(m) cm−1; 1H NMR (600 MHz, CDCl3) δ 7.61 (d, J = 12 Hz

• ]isothiochromene-6,7-dicarboxylate (4c): Yield: 83 mg (46%). Orange solid; mp 139.7–140.0 °C (purified chromatographically); IR (KBr) ν: 3018 (w), 2947 (w), 1728 (s), 1725 (s), 1596 (w), 1563 (w), 1433 (w), 1264 (s),1229 (s), 1097 (w), 771 (w) cm−1; 1H NMR (600 MHz, CDCl3) δ 7.77 (d, J = 6 Hz, 1Harom), 7.49–7.45

An unusually stable chlorophosphite: What makes BIFOP–Cl so robust against hydrolysis?

• Roberto Blanco Trillo,
• Jörg M. Neudörfl and
• Bernd Goldfuss

Beilstein J. Org. Chem. 2015, 11, 313–322, doi:10.3762/bjoc.11.36

• Hz, 1H), 6.99 (t, J = 9 Hz, 1H), 7.09 (d, J = 6 Hz, 1H), 7.19 (d, J = 6 Hz, 1H); 13C NMR (75 MHz, CDCl3) δ 15.63, 15.90, 21.76, 22.23, 22.61, 25.86, 27.09, 32.72, 33.04, 35.68, 38.20, 38.33, 42.61, 42.72, 47.65, 47.81, 118.62, 120.29, 121.47, 121.86, 126.86, 127.40, 127.91, 134.34, 134.69; IR (KBr) ν

Novel biphenyl-substituted 1,2,4-oxadiazole ferroelectric liquid crystals: synthesis and characterization

• Mahabaleshwara Subrao,
• Dakshina Murthy Potukuchi,
• Girish Sharada Ramachandra,
• Poornima Bhagavath,
• Sangeetha G. Bhat and
• Srinivasulu Maddasani

Beilstein J. Org. Chem. 2015, 11, 233–241, doi:10.3762/bjoc.11.26

• the KBr pellet method. 1H and 13C NMR spectra are recorded on Bruker NMR (400 MHz) spectrometers using CDCl3 as solvent. Elemental analyses are carried out using an Elementar vario MICRO cube. Polarization exhibited by tilted LC phase structures is determined by field reversal method. (a) Focal conic

A one-pot multistep cyclization yielding thiadiazoloimidazole derivatives

• Debabrata Samanta,
• Anup Rana,
• Jan W. Bats and
• Michael Schmittel

Beilstein J. Org. Chem. 2014, 10, 2989–2996, doi:10.3762/bjoc.10.317

• -phenylthiourea) (1a) matched with those of a literature report [17]. 1,1'-(1,2-Phenylene)bis(3-benzylthiourea) (1b) White solid: mp = 159 °C, 86% yield (6.51 g, 15.9 mmol); IR (KBr) : 3233, 3186, 3031, 1535, 1344, 1309, 1114, 969, 848, 698 cm−1; 1H NMR (400 MHz, DMSO-d6) δ 4.69 (d, 3J = 3.8 Hz, 4H, 4-H), 7.22

• ; N, 13.68; S, 16.06. 1,1'-(1,2-Phenylene)bis(3-cyclohexylthiourea) (1c) White solid: mp = 185 °C, 95% yield (6.85 g, 17.6 mmol); IR (KBr) : 3333, 3262, 3138, 2930, 2851, 1548, 1395, 1385, 1260, 1192, 982, 893, 784, 755, 623, 537 cm−1; 1H NMR (400 MHz, DMSO-d6) δ 1.11–1.32 (m, 10H, 1eq, 2eq, 3eq, 10

• , dichloromethane, Rf = 0.62; yellow solid: mp = 170 °C, 68% yield (582 mg, 1.70 mmol); IR (KBr) : 3028, 1919, 1883, 1835, 1752, 1662, 1588, 1548, 1489, 1449, 1404, 1289, 1218, 1148, 1104, 1069, 1027, 1000, 915, 873, 741 cm−1; 1H NMR (400 MHz, CD2Cl2) δ 7.17–7.21 (m, 3H, 3, 10-H), 7.24–7.31 (m, 2H, 1, 5 or 6-H

Preparation and evaluation of cyclodextrin polypseudorotaxane with PEGylated liposome as a sustained release drug carrier

• Kayoko Hayashida,
• Taishi Higashi,
• Daichi Kono,
• Keiichi Motoyama,
• Koki Wada and
• Hidetoshi Arima

Beilstein J. Org. Chem. 2014, 10, 2756–2764, doi:10.3762/bjoc.10.292

• , Worcestershire, UK). The dynamic light scattering was analyzed by the general purpose mode. The measurements were carried out at least in triplicates. FTIR The sample preparation was performed by using the KBr method. The FTIR spectrum of γ-CD PPRX with DOX/PEG-LP was recorded on a JIR-6500W FTIR spectrometer

Synthesis of nanodiamond derivatives carrying amino functions and quantification by a modified Kaiser test

• Gerald Jarre,
• Steffen Heyer,
• Elisabeth Memmel,
• Thomas Meinhardt and
• Anke Krueger

Beilstein J. Org. Chem. 2014, 10, 2729–2737, doi:10.3762/bjoc.10.288

• (max. 80 W, 35 kHz), centrifuges: Hettich EBA 21 Type 1004, FTIR: Perkin-Elmer 1600 Series with ATR equipment and home-made vacuum cell (KBr pellet). Samples for measurements using the vacuum cell were heated at 100–120 °C for 2 h in vacuo in order to remove most of the water adsorbed on the diamond

Aspergiloid I, an unprecedented spirolactone norditerpenoid from the plant-derived endophytic fungus Aspergillus sp. YXf3

• Zhi Kai Guo,
• Rong Wang,
• Wei Huang,
• Xiao Nian Li,
• Rong Jiang,
• Ren Xiang Tan and
• Hui Ming Ge

Beilstein J. Org. Chem. 2014, 10, 2677–2682, doi:10.3762/bjoc.10.282

• Autopol III polarimeter. The UV spectrum was obtained on a Hitachi U-3000 spectrophotometer. The CD spectrum was measured on a JASCO J-810 spectrometer, and the IR spectrum (KBr) was obtained on a Nexus 870 FTIR spectrometer. NMR data were acquired using a Bruker AVANCE III-500 NMR spectrometer at 500 MHz

• (−0.53), 500 (+1.19) nm; IR (KBr) νmax 3649, 1735, 1700, 1652, 1558, 1540, 1508, 1457, 816 cm−1; 1H and 13C NMR data, see Table 1; HRMS–ESI (m/z): [M + Na]+ calcd for C18H26O4Na, 329.1723; found, 329.1729. X-ray crystallographic analysis of 1 Colorless crystal of 1 was obtained by crystallizing from a

One-pot four-component reaction for convenient synthesis of functionalized 1-benzamidospiro[indoline-3,4'-pyridines]

• Chao Wang,
• Yan-Hong Jiang and
• Chao-Guo Yan

Beilstein J. Org. Chem. 2014, 10, 2671–2676, doi:10.3762/bjoc.10.281

• apparatus: All reactions were monitored by TLC. Melting points were taken on a hot-plate microscope apparatus. IR spectra were obtained on a Bruker Tensor 27 spectrometer (KBr disc). 1H and 13C NMR spectra were recorded with a Bruker AV-600 spectrometer with DMSO-d6 as solvent and TMS as internal standard

• , DMSO-d6) δ 177.3, 166.8, 163.6, 161.9, 152.1, 145.2, 141.3, 136.2, 135.2, 132.6, 131.1, 129.5, 128.6, 128.5, 128.4, 127.9, 127.6, 127.3, 124.1, 123.5, 122.8, 118.5, 108.8, 58.4, 52.9, 51.9, 49.4, 43.5; IR (KBr) υ: 3456, 2952, 2186, 1708, 1654, 1613, 1575, 1482, 1432, 1302, 1224, 1183, 1133, 1091, 1029

Design and synthesis of novel bis-annulated caged polycycles via ring-closing metathesis: pushpakenediol

• Sambasivarao Kotha and
• Mirtunjay Kumar Dipak

Beilstein J. Org. Chem. 2014, 10, 2664–2670, doi:10.3762/bjoc.10.280

• evaporated under reduced pressure and the residue was purified by silica gel column chromatography (5% ethyl acetate/petroleum ether) to give 20 (80 mg, 80%) as a thick pale yellow liquid. IR (KBr) νmax: 3073, 2974, 1752, 1636, 924 cm−1; 1H NMR (400 MHz, CDCl3) δ 1.82 (d, J = 11.4 Hz, 1H), 2.12 (d, J = 11.4

• . After the removal of the solvent under reduced pressure, the residue was purified by silica gel column chromatography (4% ethyl acetate/petroleum ether) to give 21 (280 mg, 70%) as a white solid. Mp: 158–160 °C; IR (KBr) νmax: 3309, 3055, 2977, 1265, 743, 705 cm−1; 1H NMR (400 MHz, CDCl3) δ 1.3 (1/2 ABq

• evaporated and the resulting residue was purified by silica gel column chromatography (25% ethyl acetate/petroleum ether) to give 22 (15 mg, 72%) as a white crystalline solid. Mp: 206–207 °C; IR (KBr) νmax: 3691, 3054, 2987, 2305, 1422, 1266 cm−1; 1H NMR (400 MHz, CDCl3) δ 1.38 (1/2 AB q, J1 = J2 = 11.0 Hz

Preparation of neuroprotective condensed 1,4-benzoxazepines by regio- and diastereoselective domino Knoevenagel–[1,5]-hydride shift cyclization reaction

• László Tóth,
• Yan Fu,
• Hai Yan Zhang,
• Attila Mándi,
• Katalin E. Kövér,
• Tünde-Zita Illyés,
• Attila Kiss-Szikszai,
• Balázs Balogh,
• Tibor Kurtán,
• Sándor Antus and
• Péter Mátyus

Beilstein J. Org. Chem. 2014, 10, 2594–2602, doi:10.3762/bjoc.10.272

• (100 MHz, CDCl3) δ 46.3 (C-3), 85.8 (C-2), 122.4 (C-9), 123.7 (C-7), 125.9 (C-5a), 126.3 (C-2’, C-6’), 128.5 (C-4’), 128.7 (C-3’, C-5’), 130.9 (C-6), 133.3 (C-8), 139.0 (C-1’), 154.5 (C-9a), 170.9 (C-5); IR (KBr) ν: 1462, 1665, 2917, 3075, 3203, 3307 cm−1; HRMS–ESI (m/z): [M + Na]+ calcd for

• ), 128.4 (C-3’, C-5’), 129.0 (C-4’, C-6), 135.6 (C-5a), 140.5 (C-1’), 159.1 (C-9a); IR (KBr) ν: 1579, 2935, 3328 cm−1; HRMS–ESI (m/z): [M + H]+ calcd for C15H16NO, 226.1232; found, 226.1235; Anal. calcd for C15H15NO (225.11): C, 79.97; H, 6.71; N, 6.22; found: C, 80.03; H, 6.76; N, 6.18. 5-Nitro-2-(2

• ’), 156.8 (C-9a), 158.2 (C-1”), 188.3 (CHO); IR (KBr) ν: 1382, 1500, 1681, 1734, 2921 cm−1; HRMS–ESI (m/z): [M + Na]+ calcd for C22H18N2O4Na, 397.1164; found, 397.1158; Anal. calcd for C22H18N2O4 (374.12): C, 70.58; H, 4.85; N, 7.48; found: C, 70.59; H, 4.89; N, 7.45. trans-1,3-Dimethyl-11'-nitro-2'-phenyl

Synthesis and characterization of a hyper-branched water-soluble β-cyclodextrin polymer

• Francesco Trotta,
• Fabrizio Caldera,
• Roberta Cavalli,
• Andrea Mele,
• Carlo Punta,
• Lucio Melone,
• Franca Castiglione,
• Barbara Rossi,
• Monica Ferro,
• Vincenza Crupi,
• Domenico Majolino,
• Valentina Venuti and
• Dominique Scalarone

Beilstein J. Org. Chem. 2014, 10, 2586–2593, doi:10.3762/bjoc.10.271

• , operating with a Globar source, in combination with a KBr beamsplitter, a DTGS/KBr detector. The powders were contained in Golden Gate diamond ATR system, just based on the ATR technique. The spectra were recorded in dry atmosphere, to avoid dirty contributions, with a resolution of 2 cm−1, automatically

Loose-fit polypseudorotaxanes constructed from γ-CDs and PHEMA-PPG-PEG-PPG-PHEMA

• Tao Kong,
• Lin Ye,
• Ai-ying Zhang and
• Zeng-guo Feng

Beilstein J. Org. Chem. 2014, 10, 2461–2469, doi:10.3762/bjoc.10.257

• a Shimadzu IR Prestige-21 FTIR spectrometer at room temperature in the range between 4000 and 500 cm−1, with a resolution of 2 cm−1 and 25 averaged scans. Samples were prepared by mixing with dry KBr powder. Differential scanning calorimetry (DSC) measurements were run on a SHIMADZU DSC-60