RESUMO
A general and robust strategy for the synthesis of phosphonylated spirocyclic indolines has been developed through Cp2Fe-catalyzed electrochemical dearomaztizaion of indoles, which has been proven challenging to achieve via chemical oxidants. A range of phosphonylated 3,3-spiroindolines were obtained in moderate to good yields with excellent diastereoselectivities. The synthetic application was further illustrated by its easy scalability and the antitumor activity of the product.
RESUMO
An efficient and environmentally friendly electrochemical protocol for dearomatization of indoles was developed, delivering a series of azido-containing spirocyclic indolines with good functional group tolerance. This dearomatization process is proposed to result from the oxidation of MnII-N3 species, supported by cyclic voltammetry experiments. Moreover, synthetic transformations can provide an alternative approach to a range of functionalized indolines.
Assuntos
Indóis , Manganês , Catálise , OxirreduçãoRESUMO
A robust and green electrochemical dearomatization of indoles was developed by merging a fluorine-containing group to an indole nucleus under oxidant-free conditions, delivering a diverse array of tri- and difluoromethylated 3,3-spiroindolines with good functional group tolerance.
Assuntos
Flúor , IndóisRESUMO
A robust dearomative denitration of nitroarene derivatives induced by a radical ipso-cyclization process has been developed, delivering valuable phosphonated or trifluoromethylated azaspiro[4.5]trienones with good functional group tolerance. This represents a convenient and powerful approach to activate nitroarenes in a radical manner.
