Synthesis of Biaryl Compounds through Three‐Component Assembly: Ambidentate Effect of the <i>tert</i>‐Butyldimethylsilyl Group for Regioselective Diels–Alder and Hiyama Coupling Reactions

Abstract

Two for the price of one: A method has been developed for the regiocontrolled synthesis of multisubstituted biaryl derivatives. This protocol involves the use of the tert-butyldimethylsilyl (TBDMS) group to direct the regioselective Diels–Alder reaction of a 3-TBDMS-benzyne with a furan derivative and a subsequent Hiyama cross-coupling reaction of the TBDMS group with aryl iodides (see scheme).