Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 16, Issue 19, Pages 3655-3661Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c8ob00861b
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Funding
- NSFC [21432003, 21572278, 21502079]
- Fundamental Research Funds for the Central Universities [lzujbky-2017-k11]
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A highly efficient strategy for the regio- and stereospecific Friedel-Crafts alkylation of indoles with spiro-epoxyoxindoles has been developed in the mixed solvents of HFIP/H2O (1 : 9) without the use of catalysts. This protocol provides an atomically economical, catalyst-free and simple route for the construction of synthetically useful 3-(3-indolyl)-oxindole-3-methanols in high yields. Starting from optically active spiro-epoxyoxindoles a variety of enantiospecific 3-(3-indolyl)-oxindole-3-methanols could be obtained in high yields with complete retention of enantioselectivity.
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