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Enantioselective Cobalt(III)-Catalyzed [4 + 1] Annulation of Benzamides: Cyclopropenes as One-Carbon Synthons

Title Enantioselective Cobalt(III)-Catalyzed [4 + 1] Annulation of Benzamides: Cyclopropenes as One-Carbon Synthons
Authors Lenin Kumar Verdhi, Matthew D. Wodrich, Nicolai Cramer
Magazine Journal of the American Chemical Society
Date 04/28/2025
DOI 10.1021/jacs.4c16953
Introduction Chiral cyclopentadienyl cobalt(III) catalysts have been employed for the enantioselective [4 + 1] annulation of N-chlorobenzamides with cyclopropenes. The cobalt catalyst facilitates C–H activation and C–C bond cleavage in cyclopropenes, acting as a one-carbon annulation unit. This process yields chiral isoindolinones with high selectivity. Unlike its rhodium(III) counterpart, which follows a [4 + 2] pattern, the cobalt catalyst offers distinct orthogonal reactivity. Computational studies provide insights into these reactivity differences.
Quote Lenin Kumar Verdhi, Matthew D. Wodrich and Nicolai Cramer. Enantioselective Cobalt(III)-Catalysed [4 + 1] Annulation of Benzamides: Cyclopropenes as One-Carbon Synthons. J. Am. Chem. Soc. 2025. DOI: 10.1021/jacs.4c16953
Element Cobalt (Co) , Rhodium (Rh)
Industry Chemical & Pharmacy
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