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J Org Chem. 2007 Mar 16;72(6):2216-9. doi: 10.1021/jo061346g. Epub 2007 Feb 13.

A mild synthesis of vinyl halides and gem-dihalides using triphenyl phosphite-halogen-based reagents.

The Journal of organic chemistry

Alberto Spaggiari, Daniele Vaccari, Paolo Davoli, Giovanni Torre, Fabio Prati

Affiliations

  1. Dipartimento di Chimica, Università di Modena e Reggio Emilia, via Campi 183, 41100 Modena, Italy.

PMID: 17295542 DOI: 10.1021/jo061346g

Abstract

A new application of (PhO)3P-halogen-based reagents to the synthesis of vinyl halides and gem-dihalides is described. Vinyl halides were prepared in good to excellent yields from enolizable ketones, whereas aldehydes afforded the corresponding gem-dihalides. The halogenation proceeded smoothly under mild conditions.

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