Reaction of Diazo Compounds with Difluorocarbene: An Efficient Approach towards 1,1‐Difluoroolefins

Zhikun Zhang, Weizhi Yu, Chenggui Wu, Chengpeng Wang, Yan Zhang, Jianbo Wang

Angewandte Chemie International Edition · 2015 · 182 citations · 52 references

Concepts

Abstract

A transition-metal-free difluoromethylenation of diazo compounds that proceeds under mild conditions has been developed and is based on the use of TMSCF2 Br as the difluoromethylene source and tetrabutylammonium bromide (TBAB) as the promoter. The chemoselective formal carbene dimerization reaction is achieved owing to the electronic properties and the relative stability of the difluorocarbene intermediate.

References

52