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Synthesis of N‐Difluoromethyl Carbonyl Compounds from N‐Difluoromethylcarbamoyl Fluorides.
- Source :
-
Angewandte Chemie . 4/8/2024, Vol. 136 Issue 15, p1-9. 9p. - Publication Year :
- 2024
-
Abstract
- Fluorinated small molecules are commonly used in functional small‐molecule chemistry, and N‐difluoromethyl (N‐CF2H) compounds are particularly intriguing due to their unique and unexplored physiochemical properties. However, despite limited progress, a general methodological approach to the synthesis of N‐CF2H compounds remains elusive. Here, guided by computation, we present a simple and practical protocol to access N‐CF2H amides and related carbonyl derivatives. The protocol involves a one‐pot conversion of thioformamides through desulfurization‐fluorination and acylation, providing N‐difluoromethylcarbamoyl fluoride building blocks that can be further diversified to a variety of unexplored N‐CF2H carbonyl compounds with rich functionality. Additionally, preliminary studies on their properties and stability showcased their potential application in pharmaceuticals and agrochemicals. [ABSTRACT FROM AUTHOR]
- Subjects :
- *CARBONYL compounds
*SMALL molecules
*AMIDES
*AGRICULTURAL chemicals
Subjects
Details
- Language :
- English
- ISSN :
- 00448249
- Volume :
- 136
- Issue :
- 15
- Database :
- Academic Search Index
- Journal :
- Angewandte Chemie
- Publication Type :
- Academic Journal
- Accession number :
- 176353113
- Full Text :
- https://doi.org/10.1002/ange.202319758