The Journal of Organic Chemistry

Ortho vinylation of aromatic amides via cyclopalladation complexes

H Horino, N Inoue

Index: Horino, Hiroshi; Inoue, Naoto Journal of Organic Chemistry, 1981 , vol. 46, p. 4416 - 4422

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Citation Number: 148

Abstract

The reaction of acetanilide and meta-and para-substituted acetanilides with palladium acetate has given new ortho-palladated complexes 2a-j, which reacted with carbon monoxide, ethylene, or methyl vinyl ketone to produce the corresponding N-acylanthranilic esters 4a-m, 2-acetaminostyrenes 9k-p, and 4-aryl-3-buten-2-one derivatives 9a-j, respectively. Reactions of 2a with substituted olefins proceeded readily to give the 2-[( ...

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