Synthesis of Benzo[c]azepine‐1,3(2H)‐diones via C−H Alkylation/Cyclization with α,β‐Unsaturated Acyl Fluorides

Abstract

AbstractTransition‐metal‐catalyzed directed C−H functionalization reactions are a powerful method to construct N‐heterocycles. However, compared to the formation of five‐ and six‐membered rings, that of seven‐membered rings has been much less explored. Here, the synthesis of benzo[c]azepine‐1,3(2H)‐diones is described, which are benzene‐fused seven‐membered imides, from hydroxamates and α,β‐unsaturated acyl fluorides via C−H activation using a Cp*Rh(III) catalyst. Under mild reaction conditions, this reaction affords benzo[c]azepine‐1,3(2H)‐diones that bear a substituent at the 5‐position.