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N-Heterocyclic carbene-chromium-catalyzed alkylative cross-coupling of benzamide derivatives with aliphatic bromides.

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Described here is a chromium-catalyzed alkylative cross-coupling of benzamide derivatives with aliphatic electrophiles under mild conditions. This reaction was promoted by a low-cost and air-stable chromium(iii) chloride salt combined with… Click to show full abstract

Described here is a chromium-catalyzed alkylative cross-coupling of benzamide derivatives with aliphatic electrophiles under mild conditions. This reaction was promoted by a low-cost and air-stable chromium(iii) chloride salt combined with an N-heterocyclic carbene ligand and phenylmagnesium bromide as a reductant, and probably occurred with low-valent chromium involved in the catalytic cleavage of the ortho-C-H bonds of the benzamide, followed by coupling with the alkyl bromide through a radical-involving mechanism.

Keywords: chromium catalyzed; coupling benzamide; catalyzed alkylative; chromium; alkylative cross; cross coupling

Journal Title: Chemical communications
Year Published: 2018

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