Palladium-catalyzed alkynylative [5 + 1] carboannulation of 1,3-diarylprop-2-yn-1-yl acetates with terminal alkynes enabled by C–H functionalization†
Jiang-Xi Yu,Li-Jun Wu,Zhi-Qiang Wang,Zhi-Feng Xu
Organic Chemistry Frontiers Pub Date : 01/21/2022 00:00:00 , DOI:10.1039/D1QO01836A
Abstract

A new method for the synthesis of 3-ethynyl-1-methylene-1,2-dihydronaphthalenes via copper-promoted palladium-catalyzed intermolecular alkynylative [5 + 1] carboannulation of 1-arylphenyl-prop-2-yn-1-yl acetates involving C–H functionalization is described. Two terminal alkyne molecules serve as an alkynylation reagent and a one-carbon unit to enable alkynylative [5 + 1] carboannulation with excellent selectivity control, broad substrate scope and good tolerance of functional groups.

Graphical abstract: Palladium-catalyzed alkynylative [5 + 1] carboannulation of 1,3-diarylprop-2-yn-1-yl acetates with terminal alkynes enabled by C–H functionalization