Combinatorial Chemistry & High Throughput Screening 2012-05-01

Microwave-assisted synthesis of cyclopentanones using the relevant phosphorus ylides.

Faramarz Rostami-Charati, Zinatossadat Hossaini, Majid Moradian, Ali Jafari, Abodolreza Yazdani

Index: Comb. Chem. High Throughput Screen 15(4) , 354-7, (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.