Direct Synthesis of N-Difluoromethyl-2-pyridones from Pyridines

Sen Zhou; Xiaoya Hou; Kai Yang; Minjie Guo; Wentao Zhao; Xiangyang Tang; Guangwei Wang

doi:10.1021/acs.joc.1c00228

Direct Synthesis of N-Difluoromethyl-2-pyridones from Pyridines

J Org Chem. 2021 May 7;86(9):6879-6887. doi: 10.1021/acs.joc.1c00228. Epub 2021 Apr 27.

Authors

Sen Zhou¹, Xiaoya Hou¹, Kai Yang¹, Minjie Guo², Wentao Zhao¹, Xiangyang Tang¹, Guangwei Wang¹

Affiliations

¹ Tianjin Key Laboratory of Molecular Optoelectronic Science, Department of Chemistry, School of Science, Tianjin University, Tianjin 300072, P. R. China.
² Institute for Molecular Design and Synthesis, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, P. R. China.

PMID: 33905251
DOI: 10.1021/acs.joc.1c00228

Abstract

A novel method for the synthesis of N-difluoromethyl-2-pyridones was described. This protocol enables the synthesis of N-difluoromethyl-2-pyridones from readily available pyridines using mild reaction conditions that are compatible with a wide range of functional groups. The preliminary mechanistic study revealed that N-difluoromethylpyridinium salts were the key intermediates to complete this conversion.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Pyridines*
Pyridones*

Substances

Pyridines
Pyridones
2-hydroxypyridine