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
Combinatorial Chemistry & High Throughput Screening
Title: Microwave-Assisted Synthesis of Cyclopentanones Using the Relevant Phosphorus Ylides
Volume: 15 Issue: 4
Author(s): Faramarz Rostami-Charati, Zinatossadat Hossaini, Majid Moradian, Ali Jafari and Abodolreza Yazdani
Affiliation:
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
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.
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Cite this article as:
Rostami-Charati Faramarz, Hossaini Zinatossadat, Moradian Majid, Jafari Ali and Yazdani Abodolreza, Microwave-Assisted Synthesis of Cyclopentanones Using the Relevant Phosphorus Ylides, Combinatorial Chemistry & High Throughput Screening 2012; 15 (4) . https://dx.doi.org/10.2174/138620712799361889
DOI https://dx.doi.org/10.2174/138620712799361889 |
Print ISSN 1386-2073 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5402 |
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