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Synthesis 2012; 44(21): 3315-3320
DOI: 10.1055/s-0032-1316799
DOI: 10.1055/s-0032-1316799
paper
Synthesis of 5-(Trifluoromethyl)-2,5-dihydro-1,2λ5-oxaphospholes by a One-Pot Three-Component Reaction
Weitere Informationen
Publikationsverlauf
Received: 10. Juli 2012
Accepted after revision: 18. September 2012
Publikationsdatum:
02. Oktober 2012 (online)
![](https://www.thieme-connect.de/media/synthesis/201221/lookinside/thumbnails/10.1055-s-0032-1316799-1.jpg)
Abstract
A series of trifluoromethyl-substituted 1,2λ5-oxaphospholes were prepared in yields of up to 95% by a one-pot three-component reaction under mild conditions. The zwitterionic intermediate generated by attack of triphenylphosphine on an alkyl propiolate reacts with an aryl or styryl trifluoromethyl ketone to form the 1,2λ5-oxaphosphole ring. All the new products were characterized by IR, NMR, and mass spectroscopy and the structure of one of them, ethyl 2,2,2-triphenyl-5-[(E)-2-phenylvinyl]-5-(trifluoromethyl)-2,5-dihydro-1,2λ5-oxaphosphole-4-carboxylate, was confirmed by X-ray single-crystal diffraction analysis.
Supporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
- Supporting Information
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