A Mild Synthesis of Vinyl Halides and<i>gem</i>-Dihalides Using Triphenyl Phosphite−Halogen-Based Reagents

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

The Journal of Organic Chemistry · 2007 · 112 citations · 40 references

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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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