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Mendeleev Communications, 2015, Volume 25, Issue 5, Pages 329–331
DOI: https://doi.org/10.1016/j.mencom.2015.09.002
(Mi mendc2396)
 

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

V. D. Gvozdev, K. N. Shavrin, M. P. Egorov, O. M. Nefedov

N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
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.
Bibliographic databases:
Document Type: Article
Language: English
Supplementary materials:
Supplementary_data_1.pdf (209.7 Kb)


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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  • https://www.mathnet.ru/eng/mendc/v25/i5/p329
  • This publication is cited in the following 7 articles:
    Citing articles in Google Scholar: Russian citations, English citations
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