A facile approach to the synthesis of 3,4-dihydro-2 <i>H</i> -benzo[4,5]imidazo[2,1-b][1,3,4]thiadiazines

An efficient approach to the synthesis of novel 2,3-diaryl-3,4-dihydro-2<i>H</i>-benzo[4,5]imidazo[2,1-b][1,3,4]thiadiazines via a base-catalyzed intramolecular cyclization of 2-arylmethylthio-<i>N</i>-arylidene-1<i>H</i>-benzo[d]imidazol-1-amines has been developed. The use of alkali is critical for the annulation of the thiadiazine ring. In the absence of strong bases, the starting compounds undergo deamination with elimination of benzonitrile and formation of 2-arylmethylthiobenzimidazoles.

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Publication Details

Journal
Journal of Sulfur Chemistry
Published
2024-08-26
DOI
https://doi.org/10.1080/17415993.2024.2394627
Citations
1
Primary Topic
Synthesis and Characterization of Heterocyclic Compounds
Type
article
Field-Weighted Citation Impact
0.25
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article

A facile approach to the synthesis of 3,4-dihydro-2 H -benzo[4,5]imidazo[2,1-b][1,3,4]thiadiazines

Alexandra A. Kolodina, Evgenia S. Khodykina, Diana Yu. Pobedinskaya, А. В. Метелица et al.
1 citations
Journal of Sulfur Chemistry
Synthesis and Characterization of Heterocyclic Compounds
0.25
article

A facile approach to the synthesis of 3,4-dihydro-2 H -benzo[4,5]imidazo[2,1-b][1,3,4]thiadiazines

Alexandra A. Kolodina, Evgenia S. Khodykina, Diana Yu. Pobedinskaya, А. В. Метелица, I. G. Borodkina, Олег П. Демидов, Alexander V. Astakhov, Victor M. Chernyshev
article en
1 citations

Abstract

An efficient approach to the synthesis of novel 2,3-diaryl-3,4-dihydro-2<i>H</i>-benzo[4,5]imidazo[2,1-b][1,3,4]thiadiazines via a base-catalyzed intramolecular cyclization of 2-arylmethylthio-<i>N</i>-arylidene-1<i>H</i>-benzo[d]imidazol-1-amines has been developed. The use of alkali is critical for the annulation of the thiadiazine ring. In the absence of strong bases, the starting compounds undergo deamination with elimination of benzonitrile and formation of 2-arylmethylthiobenzimidazoles.

Journal of Sulfur ChemistryVol. 45(6)
Southern Federal University (RU), North-Caucasus Federal University (RU), Platov South-Russian State Polytechnic University (RU)
Openalex Percentile: Top 49%
Synthesis and Characterization of Heterocyclic Compounds
0.25
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A facile approach to the synthesis of 3,4-dihydro-2 <i>H</i> -benzo[4,5]imidazo[2,1-b][1,3,4]thiadiazines — Alexandra A. Kolodina, Evgenia S. Khodykina, et al. · Journal of Sulfur Chemistry (2024) | TGRS Research Map | TGRS