This article is cited in 8 scientific papers (total in 8 papers)
Communications
Stereoselective one-pot synthesis of (1Z)- and (1E)-1-arylmethylidene-2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazoles by cyclization of alk-4-ynals with o-diaminobenzene
Abstract:
Cyclization of alk-4-ynals with o-diaminobenzene in DMSO under the sequential action of NH4Br and base (KOH or K2CO3) affords 1-arylmethylidene-2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazoles, which are formed selectively as E- or Z-isomers depending on the base used.
Citation:
V. D. Gvozdev, K. N. Shavrin, M. P. Egorov, O. M. Nefedov, “Stereoselective one-pot synthesis of (1Z)- and (1E)-1-arylmethylidene-2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazoles by cyclization of alk-4-ynals with o-diaminobenzene”, Mendeleev Commun., 26:1 (2016), 3–5
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This publication is cited in the following 8 articles:
Yu. V. Tomilov, L. G. Menchikov, E. A. Shapiro, V. D. Gvozdev, K. N. Shavrin, N. V. Volchkov, M. B. Lipkind, M. P. Egorov, S. E. Boganov, V. N. Khabashesku, E. G. Baskir, “Carbenes, related intermediates, and small-sized cycles: contribution from Professor Nefedov's laboratory”, Mendeleev Commun., 31:6 (2021), 750–768
V. D. Gvozdev, K. N. Shavrin, O. M. Nefedov, “New synthesis of 3,3-disubstituted piperidin-2-ones from esters and 1-(3-halopropyl)-2,5-dimethylpyrroles”, Russ Chem Bull, 68:11 (2019), 2108
R. R. Gataullin, “Exocyclic Double Bond in Benzo-Fused Nitrogen Heterocycles: Methods of Introduction and Syntheses with Its Participation”, Russ J Org Chem, 54:1 (2018), 1
V. D. Gvozdev, K. N. Shavrin, M. P. Egorov, O. M. Nefedov, “New selective cyclizations of alk-4-ynals with primary amines and azoles:one-pot synthesis of 2-azolylpyrrolidines and 3-iminocyclopentenes”, Mendeleev Commun., 28:2 (2018), 123–125
N. V. Vchislo, E. A. Verochkina, L. I. Larina, A. V. Vashchenko, Yu. A. Chuvashev, “Reaction of 2-alkoxy- and 2-hydroxypropenals with o-phenylenediamine: a route to benzimidazoles and quinoxalines”, Mendeleev Commun., 27:2 (2017), 166–168
V. D. Gvozdev, K. N. Shavrin, E. G. Baskir, M. P. Egorov, O. M. Nefedov, “Selective one-pot synthesis of 11-arylmethylidene-11H-isoindolo-[2,1-a]benzimidazoles and 6-arylbenzimidazo[2,1-a]isoquinolines from o-alkynylbenzaldehydes and o-diaminobenzenes”, Mendeleev Commun., 27:3 (2017), 231–233
V. D. Gvozdev, K. N. Shavrin, E. G. Baskir, M. P. Egorov, O. M. Nefedov, “Cyclization of alk-4-ynals with o-diaminoarenes as a selective one-pot synthesis of arylmethylidene-substituted 2,3-dihydro-1H-pyrrolo[1,2-a]benzimidazoles and 7,8-dihydro-6H-pyrrolo[1',2':1,2]imidazo[4,5-b]pyridines”, Russ Chem Bull, 65:7 (2016), 1829
Valentin D. Gvozdev, Konstantin N. Shavrin, Mikhail P. Egorov, Oleg M. Nefedov, “ChemInform Abstract: Stereoselective One‐Pot Synthesis of (1Z)‐ and (1E)‐1‐Arylmethylidene‐2,3‐dihydro‐1H‐pyrrolo[1,2‐a]benzimidazoles by Cyclization of Alk‐4‐ynals with O‐Diaminobenzene.”, ChemInform, 47:24 (2016)
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