4.8 Article

Mg-promoted double silylation of trifluoroacetimidoyl chlorides. A new entry to the fluorinated dianion equivalents

Journal

ORGANIC LETTERS
Volume 5, Issue 23, Pages 4297-4300

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol035528y

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A Mg(0)/Me3SiCl system was found to be effective for the preparation of a novel fluorinated dianion equivalent. A one-pot reaction sequence involving reductive C-F and C-Cl bond cleavage reactions of trifluoroacetimidoyl chlorides afforded bis-silylated difluoroenamines. Subsequent carbon-carbon bond-forming reactions of the bis(silyl)enamines with two kinds of electrophiles gave a variety of difluorinated imines.

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