Transition metal-free α,β-C(sp3)–H dehydrogenative diazotization of piperidines under mild conditions

Abstract

An environmentally friendly transition metal-free strategy for the α,β-C(sp³)–H dehydrogenative diazotization of piperidines has been developed. This method employs aryl diazonium salts as dual-function reagents (electrophile functionalization reagent and hydride acceptor) and proceeds efficiently at room temperature under ambient air, eliminating the need for transition metals, stoichiometric external oxidants, and harsh conditions. Featuring broad substrate scope, simple operation, and remarkable step economy, this protocol establishes a green and sustainable profile for constructing C–N bonds, providing facile access to valuable piperidine derivatives with reduced environmental impact.