Synthesis and reactions of porphine-type metal complexes. 15. Carbon-carbon bond formation by light assisted B12-catalysis. Nucleophilic acylation of Michael …

R Scheffold, R Orlinski

Index: Scheffold, Rolf; Orlinski, Ryszard Journal of the American Chemical Society, 1983 , vol. 105, # 24 p. 7200 - 7202

Full Text: HTML

Citation Number: 37

Abstract

Here we report a novel one-step synthesis of 4-oxo aldehydes, ketones, esters, and nitriles (1) from the corresponding carboxylic anhydrides (2) and activated olefins (3). The procedure consists in the electrochemical or chemical reduction of a mixture of 2 and 3 in dimethylformamide under irradiation with visible light in the presence of catalytic amounts of vitamin BIZa5 or related cobalt complexes6 (eq 1). e-, hv