Functionalized buta-1,3-diynyl-N-methylpyrazoles by sequential “diacetylene zipper” and Sonogashira coupling reactions

Anastasiya I. Govdi, Alexandra E. Kulyashova, Sergey F. Vasilevsky, Irina A. Balova

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

A reaction sequence consisting of the “Diacetylene zipper” of buta-1,3-diynes from internal to terminal isomers, followed by Sonogashira cross-coupling with 3-,4- or 5-iodopyrazoles, was investigated as a new approach to buta-1,3-diynyl-N-methylpyrazoles. Various pyrazoles bearing alkyl and hydroxyalkyl containing buta-1,3-diyne substituents in the 3-,4- or 5-position and functional groups at the neighboring positions of the ring were obtained.

Original languageEnglish
Pages (from-to)762-765
Number of pages4
JournalTetrahedron Letters
Volume58
Issue number8
DOIs
Publication statusPublished - 1 Jan 2017
Externally publishedYes

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Diynes
Bearings (structural)
Pyrazoles
Fasteners
Isomers
Functional groups

Keywords

  • Buta-1,3-diynes
  • Diacetylene zipper
  • Pyrazoles
  • Sonogashira cross-coupling

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Functionalized buta-1,3-diynyl-N-methylpyrazoles by sequential “diacetylene zipper” and Sonogashira coupling reactions. / Govdi, Anastasiya I.; Kulyashova, Alexandra E.; Vasilevsky, Sergey F.; Balova, Irina A.

In: Tetrahedron Letters, Vol. 58, No. 8, 01.01.2017, p. 762-765.

Research output: Contribution to journalArticle

Govdi, Anastasiya I. ; Kulyashova, Alexandra E. ; Vasilevsky, Sergey F. ; Balova, Irina A. / Functionalized buta-1,3-diynyl-N-methylpyrazoles by sequential “diacetylene zipper” and Sonogashira coupling reactions. In: Tetrahedron Letters. 2017 ; Vol. 58, No. 8. pp. 762-765.
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