Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 80, Issue 16, Pages 8470-8477Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b01491
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Funding
- National Natural Science Foundation of China [21372217]
- Sichuan Youth Science and Technology Foundation [2013JQ0021, 2015JQ0041]
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Catalytic asymmetric sulfenylation and selenenylation of 3-pyrrolyl-oxindoles for the synthesis of 3,3-disubstituted oxindoles bearing two different heteroatoms at the C3 position have been achieved with commercially available cinchonidine as catalyst. A wide range of optically active 3-thio-3-pyrrolyl-oxindoles and 3-seleno-3-pyrrolyloxindoles could be smoothly obtained under mild conditions with satisfactory results. The promising applicability of the protocol was also demonstrated by large-scale production.
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