Dihalogenation/Cyclization Reactions of Bicyclo[1.1.0]butane-1-carboxamide: Rapid Access to Dihalogenated Spiro[cyclobutane-1,3'-quinolin]-2'-one Derivatives

Abstract

A rapid catalyst-free dihalogenation/cyclization reactions of N-(2-(arylethynyl)phenyl)bicycle[1.1.0]butane-1-carboxamides and IX or NXS to assemble dihalogenated spiro[cyclobutane-1,3'-quinolin]-2'-one derivatives via strain-release reaction has been developed. The reaction features a broad substrate scope, good functional group compatibility, low-cost halogenating reagents, and mild reaction conditions. Moreover, without using any catalysts and extremely short reaction time (3-5 min) are the most important highlights of this synthesis.