Synthesis of (Triphenylphosphoranylidene)spiro[cyclopentene-1,3′-indole]s by a Three-Component Reaction of Triphenylphosphine, Dialkyl Acetylene­dicarboxylates, and 3-(Aroylmethylene)-1,3-dihydro-2H-indol-2-ones

Hui Gong; Jing Sun; Chao-Guo Yan

doi:10.1055/s-0033-1339120

Synthesis, Table of Contents

Synthesis 2014; 46(17): 2327-2332
DOI: 10.1055/s-0033-1339120

paper

Synthesis of (Triphenylphosphoranylidene)spiro[cyclopentene-1,3′-indole]s by a Three-Component Reaction of Triphenylphosphine, Dialkyl Acetylenedicarboxylates, and 3-(Aroylmethylene)-1,3-dihydro-2H-indol-2-ones

Hui Gong

College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, P. R. of China Email: cgyan@yzu.edu.cn Fax: +86(514)87975244

,

Jing Sun

College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, P. R. of China Email: cgyan@yzu.edu.cn Fax: +86(514)87975244

,

Chao-Guo Yan*

College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, P. R. of China Email: cgyan@yzu.edu.cn Fax: +86(514)87975244

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Abstract

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Abstract

The three-component reaction of triphenylphosphine, a dialkyl acetylenedicarboxylate, and a 3-(aroylmethylene)-1,3-dihydro-2H-indol-2-one in 1,2-dimethoxyethane at room temperature gave the corresponding functionalized (triphenylphosphoranylidene)spiro[cyclopentene-1,3′-indole]s in satisfactory yields.

Key word

spiro compounds - heterocycles - phosphorus - indoles - alkynes - multicomponent reactions

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References

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19 Crystallographic data for compounds 1e, 1h, and 1k have been deposited with the accession numbers CCDC 982781, 982782, and 982783, respectively, and can be obtained free of charge from the Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; Fax: +44(1223)336033; E-mail: deposit@ccdc.cam.ac.uk; Web site: www.ccdc.cam.ac.uk/conts/retrieving.html.

Supplementary Material

Supporting Information

Synthesis of (Triphenylphosphoranylidene)spiro[cyclopentene-1,3′-indole]s by a Three-Component Reaction of Triphenylphosphine, Dialkyl Acetylene­dicarboxylates, and 3-(Aroylmethylene)-1,3-dihydro-2H-indol-2-ones

Synthesis of (Triphenylphosphoranylidene)spiro[cyclopentene-1,3′-indole]s by a Three-Component Reaction of Triphenylphosphine, Dialkyl Acetylenedicarboxylates, and 3-(Aroylmethylene)-1,3-dihydro-2H-indol-2-ones