Abstract:
Refluxing the mixture of 1,5,6-trimethylbenzimidazole, 1,3-diphenylprop-2-yn-1-one and water in MeCN for 70h affords (Z)-3-[2-(N-formyl-N-methylamino)-4,5-dimethylphenylamino]-1,3-diphenylprop-2-en-1-one (75%) and 1,8,9-trimethyl-3,5-diphenyl- 1,6-benzodiazocin-2(1H)-one (13%).
Document Type:
Article
Language: English
Citation:
K. V. Belyaeva, L. V. Andriyankova, L. P. Nikitina, A. V. Afonin, I. A. Ushakov, A. G. Mal'kina, B. A. Trofimov, “The reaction of 1,5,6-trimethylbenzimidazole with 1,3-diphenylprop-2-yn-1-one and water: en route to β-amino enones and benzodiazocinones”, Mendeleev Commun., 25:4 (2015), 254–256
Linking options:
https://www.mathnet.ru/eng/mendc2370
https://www.mathnet.ru/eng/mendc/v25/i4/p254
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N. K. Gusarova, P. A. Volkov, N. I. Ivanova, K. O. Khrapova, A. A. Telezhkin, A. I. Albanov, B. A. Trofimov, “Structural effect in the reductive vinylation/phosphorylation of pyridines with alkyl propiolates and secondary phosphine chalcogenides: protonation vs. zwitterion generation”, Mendeleev Commun., 27:6 (2017), 553–555
B. A. Trofimov, L. P. Nikitina, L. V. Andriyankova, K. V. Belyaeva, A. V. Afonin, A. G. Mal'kina, “First example of noncatalytic C2–H functionalization of imidazole ring with an alkoxy enone system”, Russ J Org Chem, 52:4 (2016), 602
B. A. Trofimov, L. P. Nikitina, K. V. Belyaeva, L. V. Andriyankova, A. G. Mal'kina, I. Yu. Bagryanskaya, A. V. Afonin, I. A. Ushakov, “Insertion of 1,3-diphenylprop-2-yn-1-one into imidazo[4,5-b]pyridines in the presence of water: one-pot synthesis of pyrido[2,3-b][1,4]diazocin-9-ones”, Mendeleev Commun., 26:1 (2016), 16–18
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