The Journal of Organic Chemistry

Pyrrole annulation onto aldehydes and ketones via palladium-catalyzed reactions

BM Trost, E Keinan

Index: Trost, Barry M.; Keinan, Ehud Journal of Organic Chemistry, 1980 , vol. 45, # 14 p. 2741 - 2746

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Citation Number: 71

Abstract

a-Dicarbonyl systems reacted with vinylmagnesium bromide and acetic anhydride to give a- acetoxy-avinylalkanones. These substrates react with benzylamine in the presence of tetrakis (tripheny1phosphine) palladium to give N-benzylpyrroles with substituents in the two and/or three position. The functiodifferentiated synthesis of a-dicarboinyl compounds from ketones makes this a pyrrole annulation onto any a-methylene carbonyl system.

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