Microwave-Assisted Synthesis of Cyclopentanones Using the Relevant Phosphorus Ylides

Author(s): Faramarz Rostami-Charati, Zinatossadat Hossaini, Majid Moradian, Ali Jafari, Abodolreza Yazdani

Journal Name: Combinatorial Chemistry & High Throughput Screening
Accelerated Technologies for Biotechnology, Bioassays, Medicinal Chemistry and Natural Products Research

Volume 15 , Issue 4 , 2012


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Abstract:

A one-pot synthesis of cyclopentanone derivatives from phosphorus ylide under lab-type microwave assisted methodology was described. The phosphorus ylides were obtained via the reaction of activated acetylenic compounds, ethyl 4-chloroacetoacetate and triphenylphosphine. The structure of phosphorus ylides was assigned by 1H, 13C and 31PNMR. The phosphorus ylides as precursor were crystallized as two enantiomers (R,R) and (S,S) and one of the phosphorus ylide structures was confirmed by single X-ray crystallography.

Keywords: Cyclopentanone, dialkyl acetylenedicarboxylates, enantiomers, phosphorus ylide, three-component reactions, X-ray crystallography, organic compounds, reflux conditions, slow evaporation method, isomers, NMR spectra, aromatic protons, cyclization

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Article Details

VOLUME: 15
ISSUE: 4
Year: 2012
Page: [354 - 357]
Pages: 4
DOI: 10.2174/138620712799361889
Price: $65

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