Noncatalytic Annulation of 4-Hydroxy-4-methylpent-2-ynenitrile to 3,3-Dimethyl-2-phenyl-3H-pyrrole. Stereoselective Synthesis of (Z)-2-(2,2,7,7-Tetramethyl-7a-phenyl-7,7a-dihydropyrrolo- [2,1-b]oxazol-3(2H)-ylidene)acetonitrile View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2018-12

AUTHORS

L. A. Oparina, D. A. Shabalin, N. A. Kolyvanov, I. A. Ushakov, B. A. Trofimov

ABSTRACT

3,3-Dimethyl-2-phenyl-3H-pyrrole reacted with 4-hydroxy-4-methylpent-2-ynenitrile under mild conditions (20–25°C, 5 days) to give (Z)-2-(2,2,7,7-tetramethyl-7a-phenyl-7,7a-dihydropyrrolo[2,1-b]oxazol- 3(2H)-ylidene)acetonitrile in 79% yield with high stereoselectivity.

PAGES

1848-1850

References to SciGraph publications

  • 1991-10. A novel synthesis of 3H-pyrroles in CHEMISTRY OF HETEROCYCLIC COMPOUNDS
  • 2015-09. Formation of 2-ethynyl-3,4-dihydro-2H-pyrroles in the synthesis of 3H-pyrroles from ketoximes and acetylene in the system KOH—DMSO—hexane in RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
  • 1985-11. A new route to 3H-pyrroles in CHEMISTRY OF HETEROCYCLIC COMPOUNDS
  • 1989-11. Diene autocondensation of 3,3-dimethyl-2-phenyl- and 3,3-dimethyl-2-(2-thienyl)-3H-pyrroles in CHEMISTRY OF HETEROCYCLIC COMPOUNDS
  • Journal

    TITLE

    Russian Journal of Organic Chemistry

    ISSUE

    12

    VOLUME

    54

    Author Affiliations

    Identifiers

    URI

    http://scigraph.springernature.com/pub.10.1134/s1070428018120217

    DOI

    http://dx.doi.org/10.1134/s1070428018120217

    DIMENSIONS

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