Literature DB >> 29757647

Nucleophilic Opening of Donor-Acceptor Cyclopropanes with Indoles via Hydrogen Bond Activation with 1,1,1,3,3,3-Hexafluoroisopropanol.

Lauren C Irwin1, Carling R Renwick1, Michael A Kerr1.   

Abstract

The treatment of donor-acceptor cyclopropanes with the a strong hydrogen bond donor, HFIP, activated the cyclopropanes (via presumed hydrogen bonding) toward homo-Michael additions with indoles as the nucleophiles. This reaction proceeded without the need for high pressure or catalysis.

Entities:  

Year:  2018        PMID： 29757647     DOI： 10.1021/acs.joc.8b00894

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


  3 in total

1.  Lewis-Acid-Catalyzed (3+2)-Cycloadditions of Donor-Acceptor Cyclopropanes with Thioketenes.

Authors:  Grzegorz Mlostoń; Mateusz Kowalczyk; André U Augustin; Peter G Jones; Daniel B Werz
Journal:  European J Org Chem       Date:  2021-08-25

2.  Ring-Opening 1,3-Aminochalcogenation of Donor-Acceptor Cyclopropanes: A Three-Component Approach.

Authors:  André U Augustin; Peter G Jones; Daniel B Werz
Journal:  Chemistry       Date:  2019-08-07       Impact factor: 5.236

3.  Brønsted Acid Catalyzed (4 + 2) Cyclocondensation of 3-Substituted Indoles with Donor-Acceptor Cyclopropanes.

Authors:  Alesandere Ortega; Uxue Uria; Tomás Tejero; Liher Prieto; Efraim Reyes; Pedro Merino; Jose L Vicario
Journal:  Org Lett       Date:  2021-03-09       Impact factor: 6.072
  3 in total

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