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Tandem Addition/Cyclization/Halogenation Reaction of Difluoromethylated N-Acylhydrazones with Allyltrimethylsilanes

Authors :
Zhou, Yuxiu
Ma, Ransong
Li, Xiaoyong
Liu, Xiaokang
Wang, Ke-Hu
Wang, Junjiao
Huang, Danfeng
Hu, Yulai
Source :
The Journal of Organic Chemistry; December 2023, Vol. 88 Issue: 24 p17356-17367, 12p
Publication Year :
2023

Abstract

As novel difluoromethyl building blocks, difluoromethylated N-acylhydrazones react with allyltrimethylsilanes and the halogen source via a tandem addition/cyclization/halogenation strategy, which produces various difluoromethylpyrazoline compounds in good yields. The method features mild reaction conditions, broad substrate scopes, and a transition metal-free process with easy operation. It also proves that difluoromethylated N-acylhydrazones are useful difluoromethyl building blocks for the construction of difluoromethylated nitrogen heterocycles.

Details

Language :
English
ISSN :
00223263
Volume :
88
Issue :
24
Database :
Supplemental Index
Journal :
The Journal of Organic Chemistry
Publication Type :
Periodical
Accession number :
ejs64809774
Full Text :
https://doi.org/10.1021/acs.joc.3c02174