Linear-g-hyperbranched and cyclodextrin-based amphiphilic block copolymer as a multifunctional nanocarrier

• Yamei Zhao,
• Wei Tian,
• Guang Yang and
• Xiaodong Fan

Beilstein J. Org. Chem. 2014, 10, 2696–2703, doi:10.3762/bjoc.10.284

• acylation reaction (Scheme S1). As illustrated in Supporting Information File 1, Scheme S1, the PHEMA-based macro chain transfer agent (PHEMA-macroCTA) carrying abundant hydroxy groups was prepared by using S,S’-bis(α,α’-dimethylacetic acid) trithiocarbonate (BDATTC) as a highly efficient chain transfer

Superoxide chemistry revisited: synthesis of tetrachloro-substituted methylenenortricyclenes

• Basavaraj M. Budanur and
• Faiz Ahmed Khan

Beilstein J. Org. Chem. 2014, 10, 2531–2538, doi:10.3762/bjoc.10.264

• reactions of parent nortricyclenes [49] proceed through initial formation of chloroacetylated norbornane which was rapidly dehydrohalogenated upon storage at rt to give 1-acetylnortricyclene. We have applied the standard acylation reaction conditions (AlCl3, R1COCl, 1:1) to 3-methylenenortricyclenes to

• . Plausible mechanism of the KO2-mediated reaction. Plausible mechanism of the acylation reaction of 3-methylenenortricyclenes. Preparation of pentachloro-7-methyl substituted norbornenesa,b. Acylation reaction of 3-methylenenortricyclenes. Supporting Information Experimental procedures and analytical data

P(O)R₂-directed Pd-catalyzed C–H functionalization of biaryl derivatives to synthesize chiral phosphorous ligands

• Rong-Bin Hu,
• Hong-Li Wang,
• Hong-Yu Zhang,
• Heng Zhang,
• Yan-Na Ma and
• Shang-dong Yang

Beilstein J. Org. Chem. 2014, 10, 2071–2076, doi:10.3762/bjoc.10.215

• yields were not very high in these processes, the starting materials were completely converted except for the acylation reaction, presumably due to partial decomposition of the starting materials. These functionalized products showed that the axially chiral substrates could be well maintained in our

cis–trans Isomerization of silybins A and B

• Michaela Novotná,
• Radek Gažák,
• David Biedermann,
• Florent Di Meo,
• Petr Marhol,
• Marek Kuzma,
• Lucie Bednárová,
• Kateřina Fuksová,
• Patrick Trouillas and
• Vladimír Křen

Beilstein J. Org. Chem. 2014, 10, 1047–1063, doi:10.3762/bjoc.10.105

• silybin derivatives 2a and 2b, respectively. The unknown compounds exhibit a J10,11 of ca. 3 Hz, whereas natural silybin (1) has a J10,11 of ca. 8 Hz. Based on this evidence, the unknown compounds from the acylation reaction were proposed to be a diastereoisomeric mixture of 23-O-acetyl-10,11-cis-silybin

Flow microreactor synthesis in organo-fluorine chemistry

• Hideki Amii,
• Aiichiro Nagaki and
• Jun-ichi Yoshida

Beilstein J. Org. Chem. 2013, 9, 2793–2802, doi:10.3762/bjoc.9.314

• explored a flow microreactor system for sequential transformation towards fluoroquinolone antibiotics such as ciprofloxacin via both inter- and intramolecular SNAr reactions (Scheme 10) [70]. Starting from the acylation reaction of (N-dimethylamino)acrylate with 2,4,5-trifluorobenzoic acid chloride

Synthesis of the spiroketal core of integramycin

• Evgeny. V. Prusov

Beilstein J. Org. Chem. 2013, 9, 2446–2450, doi:10.3762/bjoc.9.282

• required ketone precursor was efficiently constructed from two simple and easily accessible subunits by means of a hydrozirconation/copper catalyzed acylation reaction. The effects of different protecting groups on the spiroketalization step were also investigated. Keywords: anti-infectives

• spiroketal core of integramycin based on a hydrozirconation/acylation reaction sequence is reported. The synthesis of the aryl-substituted part of the spiroketal fragment was started from 3,5-dihydroxybenzoate 8 which was converted into aldehyde 9 via protection and partial reduction [6] (Scheme 1

The chemistry of isoindole natural products

• Klaus Speck and
• Thomas Magauer

Beilstein J. Org. Chem. 2013, 9, 2048–2078, doi:10.3762/bjoc.9.243

• oxalyl chloride and the Lewis acid tin(IV) chloride, a tandem cyclization (Bischler–Napieralski/Friedel–Crafts acylation reaction) was triggered to directly give 137 and 149 [122][127]. In 2006, another approach to aristoyagonine (136) was reported by the group of Couture (Scheme 20) [128]. For the

An efficient access to the synthesis of novel 12-phenylbenzo[6,7]oxepino[3,4-b]quinolin-13(6H)-one derivatives

• Wentao Gao,
• Guihai Lin,
• Yang Li,
• Xiyue Tao,
• Rui Liu and
• Lianjie Sun

Beilstein J. Org. Chem. 2012, 8, 1849–1857, doi:10.3762/bjoc.8.213

• , is described, involving the intramolecular Friedel–Crafts acylation reaction of 2-(phenoxymethyl)-4-phenylquinoline-3-carboxylic acid derivatives 3a–l aided by the treatment with PPA (polyphosphoric acid) or Eaton’s reagent. The required starting compound (2) was obtained by Friedländer reaction of 2

• nature of the bulky tert-butyl group at the o-position of aryl. Thus, the resulting substrates, quinoline-3-carboxylic acids 3a–l, further served as active synthons for the intramolecular Friedel–Crafts acylation reaction to construct the desired tetracyclic benzoxepino-fused quinoline systems. Of the

• commonly available cyclization agents screened for the intramolecular Friedel–Crafts acylation reaction (e.g., AlCl3, H2SO4, p-TsOH, TiCl4, P2O5), the use of inexpensive and readily available polyphosphoric acid (PPA), requiring no additional solvent, was found to be very suitable for such a reaction in

2-Phenyl- tetrahydropyrimidine- 4(1H)-ones – cyclic benzaldehyde aminals as precursors for functionalised β²-amino acids

• Markus Nahrwold,
• Arvydas Stončius,
• Anna Penner,
• Beate Neumann,
• Hans-Georg Stammler and
• Norbert Sewald

Beilstein J. Org. Chem. 2009, 5, No. 43, doi:10.3762/bjoc.5.43

• consists of a 4-DMAP catalysed N-acylation reaction with acyl chlorides and usually affords the target compounds in moderate yields [39][40]. We chose Nα-Cbz-protected β-alanine amide (3) as starting material for the synthesis of the 2-phenyltetrahydropyrimidine-4(1H)-one rac-4 to circumvent the difficulty

N-acylation of ethanolamine using lipase: a chemoselective catalyst

• Mazaahir Kidwai,
• Roona Poddar and
• Poonam Mothsra

Beilstein J. Org. Chem. 2009, 5, No. 10, doi:10.3762/bjoc.5.10

• . Moreover the N-acylation reaction is favoured for mixtures of precursor reagents whose pH values of mixture exceed the pKb of ethanolamine (i.e. 4.5). The case of an equimolar ratio of the substrates provide the best condition in terms of two factors - the enzyme activity (the enzyme is deactivated at very

Transition- metal/Lewis acid free synthesis of acyl benzothiophenes via C-C bond forming reaction

• Sarbani Pal,
• Mohammad Ashrafuddin Khan,
• P. Bindu and
• P. K. Dubey

Beilstein J. Org. Chem. 2007, 3, No. 35, doi:10.1186/1860-5397-3-35

• Crafts acylation reaction [21][22][23][24] which however, involved the use of excess AlCl3 and led to the formation of environmentally harmful gaseous HCl. Moreover, this protocol involved i) the use of moisture-sensitive acyl chloride, ii) the use of a large volume of chlorinated solvent and iii) the

• ). The results of this study are summarized in Table 1. Results and Discussion Initially, we conducted the acylation reaction of benzothiophene with acetic acid in the presence of 85% phosphoric acid and excess trifluoroacetic anhydride (TFAA) at room temperature (25–30°C) for 30 min where no significant

•  1, both aliphatic and aromatic acids participated in the acylation reaction of benzothiophene (entries 1–5 and 6–9). Aryl acids bearing an electron donating group such as methoxy (entry 8, Table 1) or electron withdrawing group such as nitro (entry 9, Table 1) afforded the desired products in good