Synthesis 2016; 48(24): 4465-4470
DOI: 10.1055/s-0036-1588309
paper
© Georg Thieme Verlag Stuttgart · New York

Convenient Synthesis of Triphenylphosphanylidene 1′,3′-Dihydrospiro[cyclopentane-1,2′-inden]-2-enes via Three-Component Reaction

Wen-Jie Qi
College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, P. R. of China   Email: cgyan@yzu.edu.cn
,
Ying Han*
College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, P. R. of China   Email: cgyan@yzu.edu.cn
,
Chang-Zhou Liu
College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, P. R. of China   Email: cgyan@yzu.edu.cn
,
Chao-Guo Yan*
College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, P. R. of China   Email: cgyan@yzu.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 24 June 2016

Accepted after revision: 12 August 2016

Publication Date:
29 September 2016 (online)


Abstract

The three-component reaction of triphenylphosphine, dialkyl acetylenedicarboxylate, and 2-arylideneindane-1,3-dione in dry DME at 0 °C to room temperature resulted in functionalized 4-(triphenyl-λ5-phosphanylidene)-1′,3′-dihydrospiro[cyclopentane-1,2′-inden]-2-enes in 65–87% yields. An unusual feature of the reaction is the retention of the triphenylphosphanylidene group in the spiro product.

Supporting Information

 
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