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Synthesis of N-Difluoromethyl Carbonyl Compounds from N-Difluoromethylcarbamoyl Fluorides.
Hu, Chunyang; Jiang, Lvqi; Guo, Zihao; Mumtaz, Yasir; Liu, Jie; Qin, Jiarong; Chen, Yixing; Lin, Zhongquan; Yi, Wenbin.
Afiliación
  • Hu C; School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing, 210094, China.
  • Jiang L; School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing, 210094, China.
  • Guo Z; School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing, 210094, China.
  • Mumtaz Y; School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing, 210094, China.
  • Liu J; School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing, 210094, China.
  • Qin J; School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing, 210094, China.
  • Chen Y; School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing, 210094, China.
  • Lin Z; School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing, 210094, China.
  • Yi W; School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing, 210094, China.
Angew Chem Int Ed Engl ; 63(15): e202319758, 2024 Apr 08.
Article en En | MEDLINE | ID: mdl-38353649
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.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Tipo de estudio: Guideline Idioma: En Revista: Angew Chem Int Ed Engl Año: 2024 Tipo del documento: Article País de afiliación: China Pais de publicación: Alemania
Texto completo
Añadir a Mi BVS
Imprimir
XML
PubMed Links
Buscar en Google

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Tipo de estudio: Guideline Idioma: En Revista: Angew Chem Int Ed Engl Año: 2024 Tipo del documento: Article País de afiliación: China Pais de publicación: Alemania