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

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 language	English
Pages (from-to)	506-509
Number of pages	4
Journal	Russian Journal of Organic Chemistry
Volume	50
Issue number	4
DOIs	https://doi.org/10.1134/S1070428014040101
Publication status	Published - 1 Jan 2014
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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10.1134/S1070428014040101

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Vasilevskii, S. F., Mikhailovskaya, T. F., Stepanov, A. A., Mamatyuk, V. I., & Fadeev, D. S. (2014). Base-catalyzed heterocyclization of 2-(R-ethynyl)benzohydroxamic acids. Russian Journal of Organic Chemistry, 50(4), 506-509. https://doi.org/10.1134/S1070428014040101

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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.",

author = "Vasilevskii, {S. F.} and Mikhailovskaya, {T. F.} and Stepanov, {A. A.} and Mamatyuk, {V. I.} and Fadeev, {D. S.}",

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T1 - Base-catalyzed heterocyclization of 2-(R-ethynyl)benzohydroxamic acids

AU - Vasilevskii, S. F.

AU - Mikhailovskaya, T. F.

AU - Stepanov, A. A.

AU - Mamatyuk, V. I.

AU - Fadeev, D. S.

PY - 2014/1/1

Y1 - 2014/1/1

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AB - 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.

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