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Synfacts | Synfact of the month 2022-08-11

Photoinduced Cobalt-Catalyzed Enantioselective Reductive Addition of Aryl Iodides to Aldehydes

Contributors: Mark LautensJeanne Masson-Makdissi

Significance

A photoredox cobalt-catalyzed ­enantioselective approach to a Grignard-type addition of aryl iodides to aldehydes is reported. Notably, the mild reaction conditions enable a wide range of functional groups and heterocycles to be tolerated.

Comment

4CzIPN is used as the photocatalyst, which can be excited under visible-light irradiation. The use of Hantzsch ester as the reductant is notable because it avoids the generation of stoichiometric metal waste.

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Jiang X, Jiang H, Yang Q, Cheng Y, Lu L.-Q, *, Tunge JA, Xiao W.-J. * Central China Normal University, Wuhan, Lanzhou Institute of Chemical Physics (LICP), Henan Normal University, Xinxiang, and Lanzhou University, P. R. of China

Photoassisted Cobalt-Catalyzed Asymmetric Reductive Grignard-Type Addition of Aryl Iodides

J. Am. Chem. Soc. 2022; 144: 8347-8354
DOI: 10.1021/jacs.2c02481.