A New Synthetic Route to (Trifluoromethyl)quinolines: Nickel-Catalyzed Insertion of an Alkyne into an Aromatic C–S Bond by Formation of a Thianickelacycle and Thermal Desulfidation

نویسندگان

چکیده

Abstract We have developed a nickel-catalyzed insertion reaction of an alkyne into 2-(trifluoromethyl)-1,3-benzothiazole to give seven-membered benzothiazepine that is converted 2-(trifluoromethyl)quinoline by thermal desulfidation. This process can be considered formal substitution sulfur atom with alkyne. The structure the thianickelacycle intermediate formed through oxidative addition C–S bond in benzothiazole nickel(0) was confirmed X-ray single-crystal analysis and situ absorption fine-structure spectroscopy.

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ژورنال

عنوان ژورنال: Synlett

سال: 2021

ISSN: ['0936-5214', '1437-2096']

DOI: https://doi.org/10.1055/s-0037-1610785