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Chem Asian J. 2018 Mar 16;13(6):636-640. doi: 10.1002/asia.201701780. Epub 2018 Feb 27.

Tandem Radical Cyclization for the Construction of Difluoro-Containing Oxindoles and Quinoline-2,4-diones.

Author information

1
MIIT Key Laboratory of Critical Materials Technology for New Energy Conversion and Storage, School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin, 150001, China.
2
Shenzhen Graduate School, Harbin Institute of Technology, Shenzhen, 518055, China.

Abstract

Cu-catalyzed direct difluoromethylation of activated alkenes through a difluoromethyl radical addition/cyclization to afford difluorinated oxindoles and quinoline-2,4-diones has been developed. This method provides convenient access to a variety of oxindoles and quinoline-2,4-diones under mild conditions via a proposed tandem radical cyclization process, while tolerating various functional groups well. Moreover, a facile method to construct diverse difluorinated quinoline-2,4-diones by visible-light photoredox catalysis under mild conditions was presented.

KEYWORDS:

cyclization; difluoromethylation; oxindoles; quinolines; radical reactions

PMID:
29380505
DOI:
10.1002/asia.201701780

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