An Efficient and Rapid One-Pot Synthesis of Highly Functionalized Stable Phosphorus Ylides Containing the Sulfur Atom

Abstract

A one-pot synthesis of stable ylides by reaction of triphenylphosphine, dialkyl acetylenedicarboxylates and strong S–H acids, such as thiophenol or 4-fluorothiophenol in good to excellent yields is reported. The phosphoranes exhibit a mixture of rotational isomers in the ratio of 1:1 at ambient temperature.

Acknowledgments

The authors express appreciation to the Shahid Bahonar University of Kerman faculty committee for its support of this investigation. We thank professor E. Noroozian and Miss A. Mollahosseini for kindly obtaining mass spectral data reported herein. In addition we thank professor S. Razee for technical support.