ECyclopropanation - a safe and scalable electrochemical route to cyclopropanes.

ABSTRACT: Diazo compounds are among the most versatile intermediates in organic synthesis, enabling high-value transformations such as cyclopropanation, X-H insertion, and heterocycle formation. However, their intrinsic instability and hazardous nature have severely restricted their practical use, particularly at scale, largely due to the need to generate, isolate, or accumulate diazo species in solution. Here, we report a safe, one-pot, scalable, and operationally simple electrochemical strategy for the in situ generation of diazo compounds from tert-butylhydrazones, directly coupled to Rh(ii)-catalysed cyclopropanation. In contrast to established approaches, the diazo intermediates in this platform are generated and consumed continuously, with no detectable accumulation at any stage

SUBMITTER: Walsh JM 

PROVIDER: S-EPMC12910288 | biostudies-literature | 2026 Feb

REPOSITORIES: biostudies-literature