Effective synthesis of aryl ethers and coumaranones employing the palladium-catalyzed enyne-diyne [4+ 2] cycloaddition protocol

V Gevorgyan, LG Quan…

Index: Gevorgyan, Vladimir; Quan, Long Guo; Yamamoto, Yoshinori Journal of Organic Chemistry, 2000 , vol. 65, # 2 p. 568 - 572

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Citation Number: 25

Abstract

Alkyl-, alkoxy-, and aryloxy-substituted conjugated enynes 1 in the presence of Pd (PPh3) 4 catalyst smoothly underwent the regiospecific [4+ 2] cycloaddition reaction with conjugated alkyl-and alkoxy-substituted symmetric diynes 2 to give multisubstituted aryl ethers 3 in good to high yields. Benzannulation of enynes 1d-g with unsymmetric diyne 6, possessing alkyl and alkoxy groups at acetylenic terminii, in most cases produced an aromatic product 8 ...