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Switching from 2-pyridination to difluoromethylation: ligand-enabled nickel-catalyzed reductive difluoromethylation of aryl iodides with difluoromethyl 2-pyridyl sulfone
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Switching from 2-pyridination to difluoromethylation: ligand-enabled nickel-catalyzed reductive difluoromethylation of aryl iodides with difluoromethyl 2-pyridyl sulfone
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Switching from 2-pyridination to difluoromethylation: ligand-enabled nickel-catalyzed reductive difluoromethylation of aryl iodides with difluoromethyl 2-pyridyl sulfone
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Journal Article
Switching from 2-pyridination to difluoromethylation: ligand-enabled nickel-catalyzed reductive difluoromethylation of aryl iodides with difluoromethyl 2-pyridyl sulfone
2023
Overview
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-PySO
2
CF
2
H)
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-PySO
2
CF
2
H 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-PySO
2
CF
2
H as the difluoromethylation reagent, providing a facile access to difluoromethylarenes under mild reaction conditions without pre-generation of arylmetal reagents.
Publisher
Science China Press,Springer Nature B.V
Subject
