Copper‐Catalyzed Aminoazidation of Alkenes with NFC: One‐step Vicinal Functionalization for CuAAC and SuFEx Reactions

Abstract

AbstractCuAAC and SuFEx reactions are two major tools to connect molecules in click chemistry. An azide plays the pivotal role in the former, and a fluorosulfonyl group is the key functionality in the latter. While there are various synthetic methods to attach one of these two functionalities, the simultaneous attachment of both an azide and a fluorosulfonyl group to one molecule remains unexplored. We report the copper‐catalyzed aminoazidation of alkenes using neopentyl N‐fluoro‐N‐(fluorosulfonyl)carbamate (NFC), which incorporates an azide and a (fluorosulfonyl)amino group to an alkene in one step. Derivatization of a product via consecutive CuAAC and SuFEx reactions is also demonstrated, enabling rapid diversification of molecular structure.