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Synthesis 2016; 48(24): 4465-4470
DOI: 10.1055/s-0036-1588309
DOI: 10.1055/s-0036-1588309
paper
Convenient Synthesis of Triphenylphosphanylidene 1′,3′-Dihydrospiro[cyclopentane-1,2′-inden]-2-enes via Three-Component Reaction
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.
Key words
multicomponent reaction - triphenylphosphine - electron-deficient alkyne - indane-1,3-dione - spiro[cyclopentane-1,2′-indene]Supporting Information
- Supporting information for this article is available online at http://dx.doi.org/10.1055/s-0036-1588309.
- Supporting Information
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