Reactions of pyridinium salts and pyridinium betaines with hydrogen peroxide

Novel ring transformations to pyrroles, β-hydroxylation, and ring-opening

Alan R. Katritzky, Christopher A. Ramsden, Zuriati Zakaria, Richard L. Harlow, Stanley H. Simonsen

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

N-(2-Oxidophenyl and 2-oxido-1-naphthyl)-2,4,6-triarylpyridiniums are oxidised by hydrogen peroxide to mixtures of tetra-arylpyrroles and 3-oxidopyridinium betaines whereas 2,4,6-triarylpyridinium salts and alkaline hydrogen peroxide give β-amino- and β-aroylamino-chalcones.

Original languageEnglish
Pages (from-to)363-364
Number of pages2
JournalJournal of the Chemical Society, Chemical Communications
Issue number8
DOIs
Publication statusPublished - 1979
Externally publishedYes

Fingerprint

Betaines
Betaine
Hydroxylation
Pyrroles
Hydrogen peroxide
Hydrogen Peroxide
Salts
Chalcones
3-oxidopyridinium betaine

ASJC Scopus subject areas

  • Molecular Medicine

Cite this

Reactions of pyridinium salts and pyridinium betaines with hydrogen peroxide : Novel ring transformations to pyrroles, β-hydroxylation, and ring-opening. / Katritzky, Alan R.; Ramsden, Christopher A.; Zakaria, Zuriati; Harlow, Richard L.; Simonsen, Stanley H.

In: Journal of the Chemical Society, Chemical Communications, No. 8, 1979, p. 363-364.

Research output: Contribution to journalArticle

Katritzky, Alan R. ; Ramsden, Christopher A. ; Zakaria, Zuriati ; Harlow, Richard L. ; Simonsen, Stanley H. / Reactions of pyridinium salts and pyridinium betaines with hydrogen peroxide : Novel ring transformations to pyrroles, β-hydroxylation, and ring-opening. In: Journal of the Chemical Society, Chemical Communications. 1979 ; No. 8. pp. 363-364.
@article{14aaeb3946c644c8b6bbd453434a9da7,
title = "Reactions of pyridinium salts and pyridinium betaines with hydrogen peroxide: Novel ring transformations to pyrroles, β-hydroxylation, and ring-opening",
abstract = "N-(2-Oxidophenyl and 2-oxido-1-naphthyl)-2,4,6-triarylpyridiniums are oxidised by hydrogen peroxide to mixtures of tetra-arylpyrroles and 3-oxidopyridinium betaines whereas 2,4,6-triarylpyridinium salts and alkaline hydrogen peroxide give β-amino- and β-aroylamino-chalcones.",
author = "Katritzky, {Alan R.} and Ramsden, {Christopher A.} and Zuriati Zakaria and Harlow, {Richard L.} and Simonsen, {Stanley H.}",
year = "1979",
doi = "10.1039/C39790000363",
language = "English",
pages = "363--364",
journal = "Chemical Communications",
issn = "1359-7345",
publisher = "Royal Society of Chemistry",
number = "8",

}

TY - JOUR

T1 - Reactions of pyridinium salts and pyridinium betaines with hydrogen peroxide

T2 - Novel ring transformations to pyrroles, β-hydroxylation, and ring-opening

AU - Katritzky, Alan R.

AU - Ramsden, Christopher A.

AU - Zakaria, Zuriati

AU - Harlow, Richard L.

AU - Simonsen, Stanley H.

PY - 1979

Y1 - 1979

N2 - N-(2-Oxidophenyl and 2-oxido-1-naphthyl)-2,4,6-triarylpyridiniums are oxidised by hydrogen peroxide to mixtures of tetra-arylpyrroles and 3-oxidopyridinium betaines whereas 2,4,6-triarylpyridinium salts and alkaline hydrogen peroxide give β-amino- and β-aroylamino-chalcones.

AB - N-(2-Oxidophenyl and 2-oxido-1-naphthyl)-2,4,6-triarylpyridiniums are oxidised by hydrogen peroxide to mixtures of tetra-arylpyrroles and 3-oxidopyridinium betaines whereas 2,4,6-triarylpyridinium salts and alkaline hydrogen peroxide give β-amino- and β-aroylamino-chalcones.

UR - http://www.scopus.com/inward/record.url?scp=37049097454&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=37049097454&partnerID=8YFLogxK

U2 - 10.1039/C39790000363

DO - 10.1039/C39790000363

M3 - Article

SP - 363

EP - 364

JO - Chemical Communications

JF - Chemical Communications

SN - 1359-7345

IS - 8

ER -