Literature DB >> 32452202

Triazene-Activated Donor-Acceptor Cyclopropanes: Ring-Opening and (3 + 2) Annulation Reactions.

Abdusalom A Suleymanov1, Eliott Le Du1, Zhaowen Dong1, Bastian Muriel1, Rosario Scopelliti1, Farzaneh Fadaei-Tirani1, Jérôme Waser1, Kay Severin1.   

Abstract

Donor-acceptor cyclopropanes substituted with 3,3-dialkyltriazenyl groups are described herein. The strong electron-donating character of the triazene renders the cyclopropanes highly reactive, allowing for catalyst-free ring-opening reactions with methanol and tetracyanoethylene under mild conditions. The triazene-substituted cyclopropanes could also be used as substrates in Lewis acid catalyzed (3 + 2) annulations with silyl enol ethers.

Entities:  

Year:  2020        PMID: 32452202     DOI: 10.1021/acs.orglett.0c01527

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.  Chemo- and regio-divergent access to fluorinated 1-alkyl and 1-acyl triazenes from alkynyl triazenes.

Authors:  Jin-Fay Tan; Carl Thomas Bormann; Kay Severin; Nicolai Cramer
Journal:  Chem Sci       Date:  2022-02-09       Impact factor: 9.825

3.  Catalytic (3 + 2) annulation of donor-acceptor aminocyclopropane monoesters and indoles.

Authors:  Vincent Pirenne; Emma G L Robert; Jerome Waser
Journal:  Chem Sci       Date:  2021-05-05       Impact factor: 9.825

  3 in total

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