Isocyanide-Based Multicomponent Bicyclization with Substituted Allenoate and Isatin: Synthesis of Unusual Spirooxindole Containing [5.5]-Fused Heterocycle

Isocyanide-Based Multicomponent Bicyclization with Substituted Allenoate and Isatin: Synthesis of Unusual Spirooxindole Containing [5.5]-Fused Heterocycle

A three-component bicyclization reaction of isocyanide, substituted allenoate, and isatin has been disclosed. This protocol is proposed to proceed through Michael addition, double cyclization, and [1,5]-hydride shift sequence, thus leading to the formation of two new rings and five new chemical bond...

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Veröffentlicht in:Journal of organic chemistry 2016-10, Vol.81 (19), p.9158-9166
Hauptverfasser: Tang, Zhongzhong, Liu, Zhiqiang, An, Yu, Jiang, Ruolan, Zhang, Xinglu, Li, Chunju, Jia, Xueshun, Li, Jian
Format: Artikel
Sprache:eng
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Zusammenfassung:A three-component bicyclization reaction of isocyanide, substituted allenoate, and isatin has been disclosed. This protocol is proposed to proceed through Michael addition, double cyclization, and [1,5]-hydride shift sequence, thus leading to the formation of two new rings and five new chemical bonds, including C–C, C–O, and C–N bonds.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b01711