Palladium‐Catalyzed Decarboxylative Cross‐Couplings of 1‐Boc‐3‐iodoazetidine: Regioselective Access to 2‐Alkynylazetidines, 3‐Alkynylazetidines and 3‐Vinylazetidines

Abstract

AbstractThe first palladium‐catalyzed decarboxylative coupling reactions of alkynyl carboxylic acids or α, β‐unsaturated carboxylic acids with 1‐Boc‐3‐iodoazetidine were described. The strategy could efficiently mediate β‐hydride elimination/migratory insertion sequence and selectively form 2‐alkynylazetidines (10 examples) and 3‐alkynylazetidines (15 examples) with high regioselectivity. The protocol provides convienient access to a variety of useful 3‐vinylazetidines in moderate yields (42%–72%) with good stereoselectivity. Notable advantages of this method include easy operation, mild reaction conditions, and wide substrate scope.magnified image