Enabling Cyclopropanation Reactions of Imidazole Heterocycles via Chemoselective Photochemical Carbene Transfer Reactions of NHC-Boranes

Autor: Ze-Le Chen, Claire Empel, Kun Wang, Pan-Pan Wu, Bao-Gui Cai, Lei Li, Rene M. Koenigs, Jun Xuan
Rok vydání: 2022
Předmět:
Zdroj: Organic letters. 24(11)
ISSN: 1523-7052
Popis: Herein we report a site-selective cyclopropanation of N-heterocyclic carbene (NHC)-borane complexes via photochemical carbene transfer reactions. By subtle changes to the reaction conditions, this approach can be further extended toward the difunctionalization of NHC-boranes via cyclopropanation and the B-H insertion reaction. Further investigations in photochemical continuous-flow applications and synthetic transformations proved the utility of the method. Theoretical calculations and control experiments were performed to explain the observed selectivity.
Databáze: OpenAIRE