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- Title
Concise and Additive‐Free Click Reactions between Amines and CF<sub>3</sub>SO<sub>3</sub>CF<sub>3</sub>.
- Authors
Song, Hai‐Xia; Han, Zhou‐Zhou; Zhang, Cheng‐Pan
- Abstract
Trifluoromethyl trifluoromethanesulfonate has proved to be an excellent reservoir of difluorophosgene and a promising click ligation for amines in the preparation of urea derivatives, heterocycles, and carbamoyl fluorides under metal‐ and additive‐free conditions. The reactions are rapid, efficient, selective, and versatile, and can be performed in benign solvents, giving products in excellent yields with minimal efforts for purification. The characteristics of the reactions meet the requirements of a click reaction. The use of trifluoromethyl trifluoromethanesulfonate as a click reagent is advantageous over other "CO" sources (e.g. TsOCF3, PhCO2CF3, CsOCF3, AgOCF3, and triphosgene) because this reagent is readily accessible; easy to scale up; and highly reactive, even under metal‐ and additive‐free conditions. It is anticipated that CF3SO3CF3 will be increasingly as important as SO2F2 as a click agent in future drug design and development.
- Subjects
DRUG design; UREA derivatives; DRUG development; CLICK chemistry; AMINES; FLUORIDES
- Publication
Chemistry - A European Journal, 2019, Vol 25, Issue 46, p10907
- ISSN
0947-6539
- Publication type
Academic Journal
- DOI
10.1002/chem.201901865