Literature DB >> 23613125

Pericyclic rearrangements of N-heterocyclic carbenes of indazole to substituted 9-aminoacridines.

Zong Guan1, Sascha Wiechmann, Martin Drafz, Eike Hübner, Andreas Schmidt.   

Abstract

On deprotonation, 1-arylindazolium salts form 1-arylindazol-3-ylidenes which rearrange spontaneously via ring cleavage, ring closure and subsequent proton transfer to substituted 9-aminoacridines. By contrast, the N-heterocyclic carbene of 2-phenylindazolium cannot rearrange similarly and was trapped by sulfur.

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Year:  2013        PMID: 23613125     DOI: 10.1039/c3ob40379c

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  2 in total

1.  Sulfur, mercury, and boron adducts of sydnone imine derived anionic N-heterocyclic carbenes.

Authors:  Tyll Freese; Jan C Namyslo; Martin Nieger; Andreas Schmidt
Journal:  RSC Adv       Date:  2019-02-06       Impact factor: 4.036

2.  Dimerisation, rhodium complex formation and rearrangements of N-heterocyclic carbenes of indazoles.

Authors:  Zong Guan; Jan C Namyslo; Martin H H Drafz; Martin Nieger; Andreas Schmidt
Journal:  Beilstein J Org Chem       Date:  2014-04-10       Impact factor: 2.883

  2 in total

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