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
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container_end_page 9166
container_issue 19
container_start_page 9158
container_title Journal of organic chemistry
container_volume 81
creator Tang, Zhongzhong
Liu, Zhiqiang
An, Yu
Jiang, Ruolan
Zhang, Xinglu
Li, Chunju
Jia, Xueshun
Li, Jian
description 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.
doi_str_mv 10.1021/acs.joc.6b01711
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title Isocyanide-Based Multicomponent Bicyclization with Substituted Allenoate and Isatin: Synthesis of Unusual Spirooxindole Containing [5.5]-Fused Heterocycle
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