The Journal of Organic Chemistry

Synthesis of indenones via palladium-catalyzed annulation of internal alkynes

RC Larock, MJ Doty, S Cacchi

Index: Larock, R. C.; Doty, M. J.; Cacchi, S. Journal of Organic Chemistry, 1993 , vol. 58, # 17 p. 4579 - 4583

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Citation Number: 243

Abstract

A number of 2, 3-disubstituted 1-indenones have been prepared in fair to good yields by treating o-iodo-or o-bromobenzaldehyde withvarious internal alkynes in the presence of a palladium catalyst. Synthetically, the methodology provides an especially convenient route to stable hindered indenones containing aryl, silyl, and tert-alkyl groups. The reaction is believed to proceed through a palladium-(IV) intermediate, and the regiochemistry of the ...