Switching from 2-pyridination to difluoromethylation: ligand-enabled nickel-catalyzed reductive difluoromethylation of aryl iodides with difluoromethyl 2-pyridyl sulfone

被引：11

作者：

Du, Wei ^{[1
]}

Luo, Qinyu ^{[1
]}

Wei, Zhiqiang ^{[1
]}

Wang, Xiu ^{[1
]}

Ni, Chuanfa ^{[1
]}

Hu, Jinbo ^{[1
]}

机构：

[1] Chinese Acad Sci, Key Lab Organofluorine Chem, Shanghai Inst Organ Chem, Univ Chinese Acad Sci, Shanghai 200032, Peoples R China

来源：

SCIENCE CHINA-CHEMISTRY | 2023年 / 66卷 / 10期

基金：

中国国家自然科学基金;

关键词：

nickel catalysis; difluoromethylation; 2-PySO2CF2H; reductive cross-coupling; HALIDES; ACCESS;

D O I：

10.1007/s11426-023-1791-3

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The divergent reductive cross-coupling with an ambident electrophile is rare. Previously, we demonstrated a nickel-catalyzed reductive 2-pyridination of aryl iodides with difluoromethyl 2-pyridyl sulfone (2-PySO2CF2H) via selective C(sp(2))-S bond cleavage of the sulfone by using a phosphine ligand. In this communication, we report a novel nickel-catalyzed reductive coupling of aryl iodides and 2-PySO2CF2H reagent, which constitutes a new method for aromatic difluoromethylation. The use of a tridentate terpyridine ligand is pivotal for the selective C(sp(3))-S bond cleavage of the sulfone. This method employs readily available nickel catalyst and 2-PySO2CF2H as the difluoromethylation reagent, providing a facile access to difluoromethylarenes under mild reaction conditions without pre-generation of arylmetal reagents.

引用

页码：2785 / 2790

页数：6

共 18 条

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