Synthesis of isocoumarins and α-pyrones via palladium-catalyzed annulation of internal alkynes

RC Larock, MJ Doty, X Han

Index: Larock, Richard C.; Doty, Mark J.; Han, Xiaojun Journal of Organic Chemistry, 1999 , vol. 64, # 24 p. 8770 - 8779

Full Text: HTML

Citation Number: 201

Abstract

A number of 3, 4-disubstituted isocoumarins and polysubstituted α-pyrones have been prepared in good yields by treating halogen-or triflate-containing aromatic and α, β- unsaturated esters, respectively, with internal alkynes in the presence of a palladium catalyst. Synthetically, the methodology provides an especially simple and convenient, regioselective route to isocoumarins and α-pyrones containing aryl, silyl, ester, tert-alkyl, ...