Phosphazene Base-Catalyzed Intramolecular
Cascade Reactions of Aryl-Substituted Enynes

Jian-Sheng Tang; Ye-Xiang Xie; Zhi-Qiang Wang; Chen-Liang Deng; Jin-Heng Li

doi:10.1055/s-0030-1258172

PAPER

Phosphazene Base-Catalyzed Intramolecular Cascade Reactions of Aryl-Substituted Enynes

Jian-Sheng Tang^a,b, Ye-Xiang Xie^a, Zhi-Qiang Wang^a, Chen-Liang Deng^a, Jin-Heng Li*^a
^a Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research (Ministry of Education), Hunan Normal University, Changsha 410081, P. R. of China
Fax: +86(731)88872101; e-Mail: jhli@hunnu.edu.cn;
^b Mathematics and Science Department, Hunan First Normal University, Changsha, 410205, P. R. of China

Abstract

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Abstract

A novel method for the synthesis of 9-aryl-3a,4-dihydronaphtho[2,3-c]furan-1(3H)-ones has been developed by P₄-t-Bu-catalyzed intramolecular cascade reactions of enynes. In the presence of a catalytic amount of phosphazene P₄-t-Bu base, a variety of 3-arylallyl 3-arylpropiolates underwent the cascade cyclization reaction smoothly in moderate to excellent yields.

Key words

P₄-t-Bu base - cascade cyclization reaction - 9-aryl-3a,4-dihydronaphtho[2,3-c]furan-1(3H)-one - 3-arylallyl 3-arylpropiolate

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The X-ray crystallographic data for compound 2a are summarized in Supporting Information.

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