Radical borylation of vinyl azides with NHC-boranes: divergent synthesis of α-boryl ketones and borylated triazoles. Issue 17 (12th April 2022)

• Record Type: Journal Article
• Authors: Zhang, Yifei; Liao, Yangzhen; Liu, Peijun; Ran, Yu; Liu, Xiaozu
• Is Part Of: Organic & biomolecular chemistry. Volume 20:Issue 17(2022)
• Page Start: 3550
• Page End: 3557
• Publication Date: 2022-04-12
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d2ob00076h
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A radical borylation of vinyl azides with NHC-boranes in the presence of t BuSH is described, which enables the divergent synthesis of α-boryl ketones and borylated triazoles with excellent functional group tolerance and a broad substrate scope. Abstract : A divergent radical borylation of vinyl azides with N-heterocyclic carbene (NHC) boranes in the presence of t BuSH is described. The protocol enables the divergent synthesis of α-boryl ketones and borylated triazoles with excellent functional group tolerance and a broad substrate scope. Remarkably, this work shows that vinyl azides can serve as unprecedented five-atom synthons for the construction of 1, 2, 3-triazoles without N2 extrusion.