Base-catalyzed heterocyclization of 2-(R-ethynyl)benzohydroxamic acids

S. F. Vasilevskii, T. F. Mikhailovskaya, A. A. Stepanov, V. I. Mamatyuk, D. S. Fadeev

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Sonogashira alkynylation of methyl 2-iodobenzoate with terminal acetylenes gave a series of methyl 2-(alk-1-yn-1-yl)benzoates which reacted with hydroxylamine in boiling methanol to produce five- or six-membered N-hydroxy lactams, 3-R-methylidene-2-hydroxy-2,3-dihydroisoindol-1-ones or 3-R-isoquinolin-1(2H)-ones, depending on the acetylenic substituent nature.

Original languageEnglish
Pages (from-to)506-509
Number of pages4
JournalRussian Journal of Organic Chemistry
Volume50
Issue number4
DOIs
Publication statusPublished - 1 Jan 2014
Externally publishedYes

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Iodobenzoates
Lactams
Hydroxylamine
Alkynes
Benzoates
Boiling liquids
Methanol
benzohydroxamic acid

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Base-catalyzed heterocyclization of 2-(R-ethynyl)benzohydroxamic acids. / Vasilevskii, S. F.; Mikhailovskaya, T. F.; Stepanov, A. A.; Mamatyuk, V. I.; Fadeev, D. S.

In: Russian Journal of Organic Chemistry, Vol. 50, No. 4, 01.01.2014, p. 506-509.

Research output: Contribution to journalArticle

Vasilevskii, S. F. ; Mikhailovskaya, T. F. ; Stepanov, A. A. ; Mamatyuk, V. I. ; Fadeev, D. S. / Base-catalyzed heterocyclization of 2-(R-ethynyl)benzohydroxamic acids. In: Russian Journal of Organic Chemistry. 2014 ; Vol. 50, No. 4. pp. 506-509.
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