期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 12, 期 19, 页码 3009-3015出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c4ob00145a
关键词
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资金
- National Natural Science Foundation of China [21002124]
- Jiangsu Provincial Natural Science Foundation of China [BK20131305]
- Fundamental Research Funds for the Central Universities [JKZD2013002]
- State Key Laboratory of Natural Medicines of China Pharmaceutical University [JKGQ201101]
A novel and regioselective umpolung synthesis of spirooxindoles has been developed by cooperative NHC-Lewis acid-mediated formal [3 + 2] annulations of alkynyl aldehydes with isatins. In most cases, the reactions proceeded via a(3)-d(3) umpolung of alkynyl aldehydes resulting in spirooxindole butenolides. In a few cases, spirooxindole furan-3(2H)-ones were formed as the major products via an a(1)-d(1) umpolung process by controlling the reaction temperature. These newly formed spirooxindoles could provide promising candidates for chemical biology and drug lead discovery.
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