Fe-Catalyzed radical-type difunctionalization of styrenes with aliphatic aldehydes and trimethylsilyl azide via a decarbonylative alkylation–azidation cascade

Abstract

A convenient Fe-catalyzed decarbonylative alkylation–azidation cascade reaction of styrene derivatives with aliphatic aldehydes and TMSN₃ to provide aliphatic azides is developed. With DTBP as an oxidant and radical initiator, this reaction smoothly converts aliphatic aldehydes into 1°, 2° and 3° alkyl radicals and subsequently allows for the cascade construction of C(sp³)–C(sp³) and C(sp³)–N bonds via radical insertion and nucleophilic azidation.