Regio- and Stereoselective Hydrochlorination/Cyclization of 1,<i>n</i>-Enynes by FeCl<sub>3</sub> Catalysis
Jicheng Hou, Junhao Yin, Han Hao, Qirui Yang, Yougui Li, Yazhou Lou, Xiang Wu, Yang’en You
Abstract
A highly regio- and stereoselective hydrochlorination/cyclization of enynes has been reported by FeCl 3 catalysis. A variety of enynes undergo this cyclization transformation with acetic chloride as the chlorine source and H 2 O providing protons via a cationic pathway. This protocol provides a cheap, simple, stereospecific, and effective cyclization to afford heterocyclic alkenyl chloride compounds as Z isomers with high yields (≤98%) and regioselectivity.
Topics & Concepts
ChemistryStereospecificityStereoselectivityRegioselectivityCationic polymerizationChlorineCatalysisChlorideAcetic acidMedicinal chemistryOrganic chemistryStereochemistryCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsCatalytic Cross-Coupling Reactions