Pd-Catalyzed Selective Addition of Heteroaromatic C−H Bonds to C−C Triple Bonds under Mild Conditions

Abstract

Simple heteroarenes such as pyrroles and indoles undergo addition reactions to C−C triple bonds in the presence of a catalytic amount of Pd(OAc)2 under very mild conditions, affording cis-heteroarylalkenes in most cases. The cleavage of aromatic C−H bonds is the possible rate-determining step in CH2Cl2, and the addition of heteroaromatic C−H bonds to C−C triple bonds is in a trans-fashion