Synthesis and structure of benzimidazo[1,2-c][1,2,3]thiadiazoles: first examples of a novel ring system
β Scribed by Sigitas Tumkevicius; Linas Labanauskas; Virginija Bucinskaite; Algirdas Brukstus; Gintaras Urbelis
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 159 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
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β¦ Synopsis
1-Amino-1H-benzimidazol-2-yl)methanol 1 with thionyl chloride at reflux afforded 3-chlorobenzimidazo [1,2c][1,2,3]thiadiazole 4, which reacted with various nucleophiles to give different products depending on the nature of the solvent. The structures of 4 and di(benzimidazo[1,2-c][1,2,3]thiadiazol-3-yl)sulfide 8 were confirmed by single-crystal X-ray analysis.
π SIMILAR VOLUMES
a-Benzotriazolylamides 6a-d afforded N-(benzotriazol-1-ylmethyl)arylimidoyl chlorides (4a-d), which reacted in situ with potassium tert-butoxide to form 3-aryl-1,2,4-triazolo[1,2-a]benzotriazoles (7a-d) (44-68%), representatives of a novel heterocyclic system. The structure of 7a was confirmed by si
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Reaction of either 9, or diphenylethanedione (benzil) with two equivalents of Li[N(SiMe 3 ) 2 ], followed by quenching of the reaction with excess Cl-SiMe 3 , produces the corresponding N,NΠbis(trimethylsilyl)-β£-diimines in high yields (85-95%). Subsequent dehalosilylation/ring-closure reactions wi