This article is cited in 7 scientific papers (total in 7 papers)
Communications
One-pot synthesis of 1-arylmethylidene-1,2,3,3a-tetrahydro-5H-pyrrolo[1,2-a]-[3,1]benzoxazines and 1-arylmethylidene-1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]-quinazolines from 5-arylalk-4-ynals and o-aminobenzylic alcohol/amine
Abstract:
Cyclization of 5-arylalk-4-ynals with o-aminobenzylamine or o-aminobenzyl alcohol in DMSO under the sequential action of NH4Br and KOH affords (E)-1-arylmethylidene-1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]quinazolines or (E)-1-arylmethylidene-1,2,3,3a-tetrahydro- 5H-pyrrolo-[1,2-a][3,1]benzoxazines; the latter without substituents in the 3-position easily isomerize into the corresponding 2-arylmethyl- 1-(2-hydroxymethylphenyl)pyrroles.
Citation:
V. D. Gvozdev, K. N. Shavrin, M. P. Egorov, O. M. Nefedov, “One-pot synthesis of 1-arylmethylidene-1,2,3,3a-tetrahydro-5H-pyrrolo[1,2-a]-[3,1]benzoxazines and 1-arylmethylidene-1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]-quinazolines from 5-arylalk-4-ynals and o-aminobenzylic alcohol/amine”, Mendeleev Commun., 25:5 (2015), 329–331
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This publication is cited in the following 7 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
Ke Xiao, Congjun Zhu, Maohua Lin, Chuanjun Song, Junbiao Chang, “Base‐Promoted Cycloisomerization for the Synthesis of Indolizines and Related Heterocycles”, ChemistrySelect, 3:40 (2018), 11270
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
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
Valentin D. Gvozdev, Konstantin N. Shavrin, Mikhail P. Egorov, Oleg M. Nefedov, “ChemInform Abstract: One‐Pot Synthesis of 1‐Arylmethylidene‐1,2,3,3a‐tetrahydro‐5H‐pyrrolo[1,2‐a] [3,1]benzoxazines and 1‐Arylmethylidene‐1,2,3,3a,4,5‐hexahydropyrrolo[1,2‐a]quinazolines from 5‐Arylalk‐4‐ynals and o‐Aminobenzylic Alcohol/Amine.”, ChemInform, 47:7 (2016)
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
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