Literature DB >> 18376859

Preparation of aza-polycyclic aromatic compounds via superelectrophilic cyclizations.

Ang Li1, Thomas M Gilbert, Douglas A Klumpp.   

Abstract

Alkenyl-substituted N-heterocycles react in superacidic CF3SO3H (triflic acid) to produce dicationic intermediates. These superelectrophiles undergo cyclizations to give varied aza-polycyclic aromatic compounds in generally good yields (27-99%, 16 examples). Theoretical calculations indicate a preference for charge-separated dicationic intermediates.

Entities:  

Year:  2008        PMID: 18376859     DOI: 10.1021/jo8003474

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


  4 in total

1.  Superacid-promoted synthesis of quinoline derivatives.

Authors:  Hein Vuong; Michael R Stentzel; Douglas A Klumpp
Journal:  Tetrahedron Lett       Date:  2020-01-14       Impact factor: 2.415

2.  Ring closing and opening reactions leading to aza-polycyclic aromatic compounds.

Authors:  Anila Kethe; Ang Li; Douglas A Klumpp
Journal:  Tetrahedron       Date:  2012-04-20       Impact factor: 2.457

3.  Molecular rearrangements of superelectrophiles.

Authors:  Douglas A Klumpp
Journal:  Beilstein J Org Chem       Date:  2011-03-23       Impact factor: 2.883

4.  Synthesis, Photophysical Properties, and Metal-Ion Recognition Studies of Fluoroionophores Based on 1-(2-Pyridyl)-4-Styrylpyrazoles.

Authors:  Jessica Orrego-Hernández; Justo Cobo; Jaime Portilla
Journal:  ACS Omega       Date:  2019-09-26
  4 in total

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