Literature DB >> 28133962

Organocatalyzed [3 + 2] Annulation of Cyclopropenones and β-Ketoesters: An Approach to Substituted Butenolides with a Quaternary Center.

Xuanyi Li1, Chunhua Han1, Hequan Yao1, Aijun Lin1.   

Abstract

An unprecedented organocatalyzed [3 + 2] annulation of cyclopropenones and β-ketoesters has been developed. This reaction provides a direct approach to highly substituted butenolides with a quaternary center in moderate to good yields. The preliminary mechanism study verified that the enol intermediate is crucial to the reaction outcome and the intermolecular esterification and intramolecular Michael addition process were involved.

Entities:  

Year:  2017        PMID: 28133962     DOI: 10.1021/acs.orglett.6b03737

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

Review 1.  Heterocycles from cyclopropenones.

Authors:  Ashraf A Aly; Alaa A Hassan; Sara M Mostafa; Asmaa H Mohamed; Esraa M Osman; AbdElAziz A Nayl
Journal:  RSC Adv       Date:  2022-06-24       Impact factor: 4.036

2.  A ring expansion strategy towards diverse azaheterocycles.

Authors:  Ruirui Li; Bo Li; Hongpeng Zhang; Cheng-Wei Ju; Ying Qin; Xiao-Song Xue; Dongbing Zhao
Journal:  Nat Chem       Date:  2021-07-19       Impact factor: 24.427

3.  Rhodium(III)-Catalyzed Redox-Neutral [3+3] Annulation of N-nitrosoanilines with Cyclopropenones: A Traceless Approach to Quinolin-4(1H)-One Scaffolds.

Authors:  Lingjun Liu; Jiyuan Li; Wenhao Dai; Feng Gao; Kaixian Chen; Yu Zhou; Hong Liu
Journal:  Molecules       Date:  2020-01-09       Impact factor: 4.411

  3 in total

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