Transition-Metal-Free In Situ Generation of Terminal Alkenes: Synthesis of Multisubstituted Acrylamidines via Tandem sp(3) C-H Olefination/sp(2) C-H Arylation Reactions

摘要

An atom-efficient, one-pot sequential approach combining transition-metal-free sp(3) C-H functionalization and palladium-catalyzed sp(2) C-H arylation using hypervalent aryliodine reagents to access highly substituted acrylamidines has been developed. Hypervalent aryliodine reagents play a dual role as both an oxidant for the transition-metal-free terminal olefination and also provides aryl iodides for the subsequent palladium-catalyzed alkene arylation reactions. The reaction solvent dimethyl sulfoxide (DMSO) acted as a carbon source for the olefination. The present methodology enabled the synthesis of a broad range of useful 2,3-diaryl acrylamidines.