Literature DB >> 27653940

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

Zhongzhong Tang1, Zhiqiang Liu1, Yu An1, Ruolan Jiang1, Xinglu Zhang1, Chunju Li1, Xueshun Jia1, Jian Li1.   

Abstract

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.

Entities:  

Year:  2016        PMID: 27653940     DOI: 10.1021/acs.joc.6b01711

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  1,3-Dipolar cycloaddition of isatin N,N'-cyclic azomethine imines with α,β-unsaturated aldehydes catalyzed by DBU in water.

Authors:  Zhan-Yong Wang; Ting Yang; Rongxiang Chen; Xueji Ma; Huan Liu; Kai-Kai Wang
Journal:  RSC Adv       Date:  2020-06-25       Impact factor: 4.036

2.  A One-Pot Synthesis of Oxazepine-Quinazolinone bis-Heterocyclic Scaffolds via Isocyanide-Based Three-Component Reactions.

Authors:  Shabnam Shaabani; Ahmad Shaabani; Monika Kucerakova; Michal Dusek
Journal:  Front Chem       Date:  2019-09-18       Impact factor: 5.221

  2 in total

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