3 years ago

Visible Light‐driven One‐pot Amide Synthesis from Trichlorinated Organic Compound Catalyzed by the B12 Model Complex under Aerobic Conditions

Hisashi Shimakoshi


A visible light responsive catalytic system with the B12 complex as the catalyst and [Ir(dtbbpy)(ppy)2]PF6 as the photosensitizer was developed, which provides a convenient and efficient way for the amide synthesis. Based on this method, trichlorinated organic compounds were converted to amides in the presence of an amine under aerobic conditions at room temperature in an one‐pot procedure. Various trichlorinated organic compounds and an amine source, such as primary, secondary, and cyclic amines, have been evaluated for this transformation, providing the expected products in moderate to excellent yields. It is noteworthy that the product formations were dependent on the reaction atmosphere and the amide was obtained under aerobic conditions while partially dechlorinated products were obtained under anaerobic conditions. As this protocol is free from hazardous reagents, extra additives, noble metals, and dangerous gas, the present method provides a novel and efficient approach for the amide synthesis under mild and easily controlled conditions.

Publisher URL: https://onlinelibrary.wiley.com/doi/abs/10.1002/cplu.201800522

DOI: 10.1002/cplu.201800522

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