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

Organic Chemistry Frontiers Pub Date: 2022-01-21 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
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