A new method of one-pot synthesis of dicarboxylic acid derivatives and diketones containing quaternary carbon atom and remote functional groups from linear acyl halides
TETRAHEDRON LETTERS
Authors: Akhrem, Irena S.; Avetisyan, Dzhul'etta V.; Afanas'eva, Lyudmila V.; Artyushin, Oleg I.; Kagramanov, Nikolai D.; Sigan, Andrey L.
Abstract
The one-pot, regioselective synthesis of branched diacid derivatives-diesters, dithioesters, diamides [YC (O)O(CH2), C(Me)(2)OC(O)Y] and diketones of aromatic and heteroaromatic series, [ArCO(CH2)mC(Me)(2)C (O)Ar,) from available linear acyl halides, CnH2 n+1 COCl (n = 7-9), CO (1 at) and various nucleophiles (YH = EtOH, CF3CH2OH, H(CF2)(2)CH2OH, thiophene, anisole, Et2NH, aniline, and morpholine) in the presence of the superelectrophilic complex, CBr4.2AlBr(3) has been performed for the first time. This method provides access to new and promising groups of dicarboxylic acid derivatives and diketones containing quaternary carbon atom and remote functional groups. (C) 2017 Elsevier Ltd. All rights reserved.
Visible light-mediated photocatalytic bromination of 2-arylimidazo[1,2-a]pyridines using CBr4 as bromine source
SYNTHETIC COMMUNICATIONS
Authors: Lee, Ju Hui; Jung, Hye Im; Kim, Dae Young
Abstract
The photocatalytic bromination of 2-arylimidazo[1,2-a]pyridines is described in this paper. This reaction uses the readily accessible and shelf-stable CBr4 as a bromine source. This photocatalytic system is shown to serve as a convenient and practical synthetic protocol for the preparation of 2-aryl-3-bromoimidazo[1,2-a]pyridines.