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Synthesis of 2-((2-(Benzo[d]oxazol-2-yl)-2H-imidazol-4-yl)amino)-phenols from 2-((5H-1,2,3-Dithiazol-5-ylidene)amino)phenols through Unprecedented Formation of Imidazole Ring from Two Methanimino Groups

Synthesis of 2-((2-(Benzo[d]oxazol-2-yl)-2H-imidazol-4-yl)amino)-phenols from 2-((5H-1,2,3-Dithiazol-5-ylidene)amino)phenols through Unprecedented Formation of Imidazole Ring from Two Methanimino Groups

Authors :
Konstantin A. Lyssenko
Mikhail A. Tolmachev
Vadim V. Popov
Oleg A. Rakitin
Lidia S. Konstantinova
Ilia V. Baranovsky
Source :
Molecules, Volume 25, Issue 17, Molecules, Vol 25, Iss 3768, p 3768 (2020)
Publication Year :
2020
Publisher :
Multidisciplinary Digital Publishing Institute, 2020.

Abstract

A new synthetic pathway to four substituted imidazoles from readily available 2-((4-aryl(thienyl)-5H-1,2,3-dithiazol-5-ylidene)amino)phenols has been developed. Benzo[d]oxazol-2-yl(aryl(thienyl))methanimines were proved as key intermediates in their synthesis. The formation of an imidazole ring from two methanimine derivatives likely includes the opening of one benzoxazole ring followed by ring closure by intermolecular nucleophilic attack of the N-methanimine atom to a carbon atom of another methanimine.

Details

Language :
English
ISSN :
14203049
Database :
OpenAIRE
Journal :
Molecules
Accession number :
edsair.doi.dedup.....5e2fce5feb994fef0939b0ec69efa959
Full Text :
https://doi.org/10.3390/molecules25173768