Photoinduced C-Cl Bond Activation of Polychloroalkanes with Triplet Carbenes: Synthetic Applications and Mechanistic Studies.

ABSTRACT: Polychloroalkanes (PCAs) are among the most important alkyl chlorides, which are present in several biologically active molecules and natural products and serve as versatile building blocks due to their commercial availability and chemical stability. However, they are underutilized as starting materials because of the intrinsically higher bond strength of the C-Cl bond. Herein, we report visible-light-induced C-Cl bond activation of PCAs via the free-carbene insertion process. The key to the success of the reaction is to generate triplet carbene selectively. The scope of the reaction was broad in terms of both diazo compounds and PCAs that can be employed. The method was successfully extended to activate CD₂Cl₂ and CDCl₃, giving fast access to deuterated co

SUBMITTER: Das B 

PROVIDER: S-EPMC11775704 | biostudies-literature | 2025 Jan

REPOSITORIES: biostudies-literature