Literature DB >> 32065751

Diastereoselective Synthesis of Cycloheptannelated Indoles via Lewis-Acid-Catalyzed (4 + 3)-Cyclization of Donor-Acceptor Cyclopropanes.

Bao Qiong Li1, Zong-Wang Qiu1, Ai-Jun Ma1, Jin-Bao Peng1, Na Feng1, Ji-Yuan Du2, Han-Peng Pan1, Xiang-Zhi Zhang1, Xue-Tao Xu1.   

Abstract

An efficient and straightforward Lewis-acid-mediated stereoselective (4 + 3)-cyclization of indole-substituted alkylidene malonates and donor-acceptor cyclopropanes has been developed involving the Friedel-Crafts/Michael addition cyclization cascade. This reaction provides a mild and effective method for the construction of synthetically and structurally interesting functionalized cycloheptannelated indoles.

Entities:  

Year:  2020        PMID: 32065751     DOI: 10.1021/acs.orglett.0c00248

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


  3 in total

1.  Protic Ionic Liquid as Reagent, Catalyst, and Solvent: 1-Methylimidazolium Thiocyanate.

Authors:  Ivan A Andreev; Nina K Ratmanova; André U Augustin; Olga A Ivanova; Irina I Levina; Victor N Khrustalev; Daniel B Werz; Igor V Trushkov
Journal:  Angew Chem Int Ed Engl       Date:  2021-02-26       Impact factor: 15.336

2.  (4+3) Annulation of Donor-Acceptor Cyclopropanes and Azadienes: Highly Stereoselective Synthesis of Azepanones.

Authors:  Stefano Nicolai; Jérôme Waser
Journal:  Angew Chem Int Ed Engl       Date:  2022-07-28       Impact factor: 16.823

3.  Transition-Metal-Free [3+2] Dehydration Cycloaddition of Donor-Acceptor Cyclopropanes With 2-Naphthols.

Authors:  Hua Zhao; Peng Shen; Dongru Sun; Hongbin Zhai; Yufen Zhao
Journal:  Front Chem       Date:  2021-07-16       Impact factor: 5.221

  3 in total

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