Difluorophenylsulfanylmethyl radical and difluoromethylene diradical synthons: gem-difluoromethylene building block

Vichai Reutrakul; Thanchanok Thongpaisanwong; Patoomratana Tuchinda; Chutima Kuhakarn; Manat Pohmakotr

doi:10.1021/jo0489768

Difluorophenylsulfanylmethyl radical and difluoromethylene diradical synthons: gem-difluoromethylene building block

J Org Chem. 2004 Oct 1;69(20):6913-5. doi: 10.1021/jo0489768.

Authors

Vichai Reutrakul¹, Thanchanok Thongpaisanwong, Patoomratana Tuchinda, Chutima Kuhakarn, Manat Pohmakotr

Affiliation

¹ Department of Chemistry, Faculty of Science, Mahidol University, Rama 6 Road, Bangkok 10400, Thailand. scvrt@mahidol.ac.th

PMID: 15387624
DOI: 10.1021/jo0489768

Abstract

Bromodifluorophenylsulfanylmethane has been demonstrated to be a highly versatile gem-difluoromethylene (CF2) building block via the reaction of difluorophenylsulfanylmethyl radical with olefins. gem-Difluoroalkenes and products containing a midchain CF2 group and with manipulatable functionality can be readily synthesized. The first example of a gem-difluoromethylene radical synthon is also reported.