A Base-Promoted Reductive Coupling Platform for the Divergent Defluorofunctionalization of Trifluoromethylarenes.

A Base-Promoted Reductive Coupling Platform for the Divergent Defluorofunctionalization of Trifluoromethylarenes.
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DOI:
10.1021/jacs.2c05044
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发表时间:
2022-07-27
影响因子:
15
通讯作者:
Bandar JS
Bandar JS
中科院分区:
化学1区
文献类型:
--
作者:
Wright SE;Bandar JS

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We report a trifluoromethylarene reductive coupling method that dramatically expands the scope of difluorobenzylic substructures accessible via C–F bond functionalization. Catalytic quantities of a Lewis base, in conjunction with a disilane reagent in formamide solvent, leads to the replacement of a single trifluoromethyl fluorine atom with a silylated hemiaminal functional group. The reaction proceeds through a difluorobenzyl silane intermediate that can also be isolated. Together, these defluorinated products are shown to provide rapid access to over 20 unique difluoroalkylarene scaffolds.
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