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Acid-Catalyzed Rearrangement of 3-Cyanoquinoxalin-2(1H)-ones When Exposed to 1,2-Diaminobenzenes: Synthesis of 2,2'-Bibenzimidazoles.
Mamedov, Vakhid A; Zhukova, Nataliya A; Kadyrova, Milyausha S; Syakaev, Victor V; Beschastnova, Tat'yana N; Buzyurova, Daina N; Rizvanov, Il'dar Kh; Latypov, Shamil K; Sinyashin, Oleg G.
Afiliación
  • Mamedov VA; A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center , Russian Academy of Sciences , Arbuzov Street 8 , 420088 Kazan , Russian Federation.
  • Zhukova NA; A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center , Russian Academy of Sciences , Arbuzov Street 8 , 420088 Kazan , Russian Federation.
  • Kadyrova MS; A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center , Russian Academy of Sciences , Arbuzov Street 8 , 420088 Kazan , Russian Federation.
  • Syakaev VV; A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center , Russian Academy of Sciences , Arbuzov Street 8 , 420088 Kazan , Russian Federation.
  • Beschastnova TN; A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center , Russian Academy of Sciences , Arbuzov Street 8 , 420088 Kazan , Russian Federation.
  • Buzyurova DN; A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center , Russian Academy of Sciences , Arbuzov Street 8 , 420088 Kazan , Russian Federation.
  • Rizvanov IK; A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center , Russian Academy of Sciences , Arbuzov Street 8 , 420088 Kazan , Russian Federation.
  • Latypov SK; A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center , Russian Academy of Sciences , Arbuzov Street 8 , 420088 Kazan , Russian Federation.
  • Sinyashin OG; A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center , Russian Academy of Sciences , Arbuzov Street 8 , 420088 Kazan , Russian Federation.
J Org Chem ; 84(21): 13572-13581, 2019 11 01.
Article en En | MEDLINE | ID: mdl-31549510
ABSTRACT
A novel and efficient protocol for the synthesis of diversely substituted 2,2'-bibenzimidazoles from the reaction of 3-cyanoquinoxalin-2(1H)-ones with 1,2-diaminobenzenes has been developed, which proceeds through sequential nucleophilic addition and electrophilic substitution followed by a Mamedov rearrangement. The synthetic utility of this strategy was illustrated by the concise, one-pot synthesis of 5,5'-bi(2,2'-bibenzimidazoles) and aza-analogues of 2,2'-bibenzimidazole.
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Texto completo: 1 Banco de datos: MEDLINE Idioma: En Año: 2019 Tipo del documento: Article
Texto completo
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PubMed Links
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Texto completo: 1 Banco de datos: MEDLINE Idioma: En Año: 2019 Tipo del documento: Article