SulfoxFluor-enabled deoxyazidation of alcohols with NaN₃.

ABSTRACT: Direct deoxyazidation of alcohols with NaN₃ is a straightforward method for the synthesis of widely used alkyl azides in organic chemistry. However, known methods have some limitations such as high reaction temperatures and narrow substrate scope. Herein, a general and practical method for the preparation of alkyl azides from alcohols using NaN₃ has been developed. N-tosyl-4-chlorobenzenesulfonimidoyl fluoride (SulfoxFluor) plays an important role in this deoxyazidation process, which converts a broad range of alcohols into alkyl azides at room temperature. The power of this deoxyazidation protocol has been demonstrated by successful late-stage deoxyazidation of natural products and pharmaceutically relevant molecules.

SUBMITTER: Guo J 

PROVIDER: S-EPMC9117260 | biostudies-literature | 2022 May

REPOSITORIES: biostudies-literature