Shelf-stable electrophilic trifluoromethylating reagents: A brief historical perspective

Beilstein Journal of Organic Chemistry

Andrej Matsnev¹  Norio Shibata¹  Dominique Cahard² 

[1] Department of Frontier Materials, Graduate School of Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan;UMR 6014 CNRS – C.O.B.R.A. Université et INSA de Rouen, 1 rue Tesnière, 76130 Mont Saint Aignan, France;

关键词: asymmetric synthesis;    electrophilic;    fluorine;    reagent;    trifluoromethylation;   

DOI  :  10.3762/bjoc.6.65

来源: DOAJ

【 摘 要 】

Since the discovery by Yagupolskii and co-workers that S-trifluoromethyl diarylsulfonium salts are effective for the trifluoromethylation of thiophenolates, the design and synthesis of electrophilic trifluoromethylating reagents have been extensively researched in both academia and industry, due to the significant unique features that trifluoromethylated compounds have in pharmaceuticals, agricultural chemicals, and functional materials. Several effective reagents have been developed by the groups of Yagupolskii, Umemoto, Shreeve, Adachi, Magnier, Togni and Shibata. Due to the high stability and reactivity of these reagents, a series of Umemoto reagents, Togni reagent and Shibata reagent are now commercially available. In this review, we wish to briefly provide a historical perspective of the development of so-called “shelf-stable electrophilic trifluoromethylating reagents”, although this field is in constant development.

【 授权许可】

Unknown