Alkaline hydrolysis of 3‐methyl‐2H‐1, 3‐benzothiazinium iodides

Research output: Article

Abstract

Alkaline hydrolysis of the 3‐methyl‐2H‐1, 3‐benzothiazinium iodide 5a and of its 4‐aryl derivatives 5b, c in the presence of hexacyanoferrate(III)ion resulted in the formation of 2, 2′‐diaryloxodiphenyl disulfides 6a‐c. In contrast, the 4‐benzyl derivative 5d underwent hydrogen iodide elimination to give the enamine 7. Mechanisms are proposed for the reactions.

Original languageEnglish
Pages (from-to)789-791
Number of pages3
JournalJournal of Heterocyclic Chemistry
Volume26
Issue number3
DOIs
Publication statusPublished - 1989

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Iodides
Hydrolysis
Derivatives
Disulfides
Ions
hydroiodic acid
hexacyanoferrate III

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

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title = "Alkaline hydrolysis of 3‐methyl‐2H‐1, 3‐benzothiazinium iodides",
abstract = "Alkaline hydrolysis of the 3‐methyl‐2H‐1, 3‐benzothiazinium iodide 5a and of its 4‐aryl derivatives 5b, c in the presence of hexacyanoferrate(III)ion resulted in the formation of 2, 2′‐diaryloxodiphenyl disulfides 6a‐c. In contrast, the 4‐benzyl derivative 5d underwent hydrogen iodide elimination to give the enamine 7. Mechanisms are proposed for the reactions.",
author = "J{\'a}nos Szab{\'o} and G{\'a}bor Bern{\'a}th and P{\'a}l Soh{\'a}r",
year = "1989",
doi = "10.1002/jhet.5570260352",
language = "English",
volume = "26",
pages = "789--791",
journal = "Journal of Heterocyclic Chemistry",
issn = "0022-152X",
publisher = "Heterocorporation",
number = "3",

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T1 - Alkaline hydrolysis of 3‐methyl‐2H‐1, 3‐benzothiazinium iodides

AU - Szabó, János

AU - Bernáth, Gábor

AU - Sohár, Pál

PY - 1989

Y1 - 1989

N2 - Alkaline hydrolysis of the 3‐methyl‐2H‐1, 3‐benzothiazinium iodide 5a and of its 4‐aryl derivatives 5b, c in the presence of hexacyanoferrate(III)ion resulted in the formation of 2, 2′‐diaryloxodiphenyl disulfides 6a‐c. In contrast, the 4‐benzyl derivative 5d underwent hydrogen iodide elimination to give the enamine 7. Mechanisms are proposed for the reactions.

AB - Alkaline hydrolysis of the 3‐methyl‐2H‐1, 3‐benzothiazinium iodide 5a and of its 4‐aryl derivatives 5b, c in the presence of hexacyanoferrate(III)ion resulted in the formation of 2, 2′‐diaryloxodiphenyl disulfides 6a‐c. In contrast, the 4‐benzyl derivative 5d underwent hydrogen iodide elimination to give the enamine 7. Mechanisms are proposed for the reactions.

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EP - 791

JO - Journal of Heterocyclic Chemistry

JF - Journal of Heterocyclic Chemistry

SN - 0022-152X

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