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

摘要

The one-pot, regioselective synthesis of branched diacid derivatives – diesters, dithioesters, diamides [YC(O)O(CH2)mC(Me)2OC(O)Y] and diketones of aromatic and heteroaromatic series, [ArCO(CH2)mC(Me)2C(O)Ar,) from available linear acyl halides, CnH2n+1COCl (n=7–9), CO (1at) and various nucleophiles (YH=EtOH, CF3CH2OH, H(CF2)2CH2OH, thiophene, anisole, Et2NH, aniline, and morpholine) in the presence of the superelectrophilic complex, CBr4·2AlBr3has 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.