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Titolo:
Oxidation of 2-methylpyrroles with perchlorinated iron(III) metalloporphyrin catalysts: a versatile synthesis of symmetric and asymmetric dipyrromethanes
Autore:
Karunaratne, V; Dolphin, D;
Indirizzi:
Univ British Columbia, Dept Chem, Vancouver, BC V6T 1Z1, Canada Univ British Columbia Vancouver BC Canada V6T 1Z1 ver, BC V6T 1Z1, Canada
Titolo Testata:
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE
fascicolo: 10, volume: 76, anno: 1998,
pagine: 1467 - 1473
SICI:
0008-4042(199810)76:10<1467:OO2WPI>2.0.ZU;2-P
Fonte:
ISI
Lingua:
ENG
Soggetto:
TETRAPHENYLPORPHYRINS; IODOSYLBENZENE; HYDROXYLATION; EPOXIDATIONS;
Keywords:
catalytic oxidation; metalloporphyrins; pyrroles; dipyrromethanes; polyhalogenated porphyrins;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
22
Recensione:
Indirizzi per estratti:
Indirizzo: Dolphin, D Univnadatish Columbia, Dept Chem, 2036 Main Mall, Vancouver, BCV6T 1Z1, Ca Univ British Columbia 2036 Main Mall Vancouver BC Canada V6T 1Z1
Citazione:
V. Karunaratne e D. Dolphin, "Oxidation of 2-methylpyrroles with perchlorinated iron(III) metalloporphyrin catalysts: a versatile synthesis of symmetric and asymmetric dipyrromethanes", CAN J CHEM, 76(10), 1998, pp. 1467-1473

Abstract

A variety of substituted 2-methylpyrroles (3-8) were oxidized using the metalloporphyrin catalysts iron(III) meso-tetra(2, 6-dichloro-3-sulphonatophenyl)-beta-octachloroporphyrin chloride 1 and iron(III) meso-tetra(2,6-dichlorophenyl)-beta-octachloroporphyrin chloride 2 under very mild conditions. Treatment of the resulting allylic alcohols 3a-8a with alpha-free pyrroles 9 and 10 resulted in a very efficient synthesis of the corresponding dipyrromethanes 3b-8b and 3c-8c. Furthermore, the above allylic alcohols when treated with furfurylamine produced the novel (2-furylmethyl)-2-pyrrolylmethylamines 3d-8d.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 02/07/20 alle ore 22:07:06