Convenient preparation of unsymmetrically substituted benzils by permanganate oxidation of beta-oxo phosphorus ylides

R Alan Aitken; J I G  Cadogan; I  Gosney

Convenient preparation of unsymmetrically substituted benzils by permanganate oxidation of beta-oxo phosphorus ylides

R Alan Aitken, J I G Cadogan, I Gosney

Research output: Contribution to journal › Article › peer-review

Abstract

Oxidative cleavage of a range of ylides 4 with R(1) and/or R(2) being aromatic groups, using KMnO4 in a two-phase system, affords unsymmetrical benzils and 1-arylpropane-1,2-diones 5 in moderate to good yield, and the ylide formation and oxidation can be combined in a convenient one-pot method.

Original language	English
Pages (from-to)	281-286
Number of pages	6
Journal	Phosphorus, Sulfur, and Silicon and the Related Elements
Volume	101
Issue number	1-4
Publication status	Published - 1995

Keywords

phosphorus ylides
oxidation
1,2-diketones
benzils
permanganate
oxoalkylidenetriphenylphosphoranes
OZONOLYTIC FRAGMENTATION
VICINAL TRICARBONYLS
OXYGEN FUNCTIONS
ALPHA-POSITION
DIKETONES

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@article{69132e9ac42a4c2db6066cf5053d09ed,

title = "Convenient preparation of unsymmetrically substituted benzils by permanganate oxidation of beta-oxo phosphorus ylides",

abstract = "Oxidative cleavage of a range of ylides 4 with R(1) and/or R(2) being aromatic groups, using KMnO4 in a two-phase system, affords unsymmetrical benzils and 1-arylpropane-1,2-diones 5 in moderate to good yield, and the ylide formation and oxidation can be combined in a convenient one-pot method.",

keywords = "phosphorus ylides, oxidation, 1,2-diketones, benzils, permanganate, oxoalkylidenetriphenylphosphoranes, OZONOLYTIC FRAGMENTATION, VICINAL TRICARBONYLS, OXYGEN FUNCTIONS, ALPHA-POSITION, DIKETONES",

author = "Aitken, {R Alan} and Cadogan, {J I G} and I Gosney",

year = "1995",

language = "English",

volume = "101",

pages = "281--286",

journal = "Phosphorus, Sulfur, and Silicon and the Related Elements",

issn = "1042-6507",

publisher = "Taylor and Francis",

number = "1-4",

}

TY - JOUR

T1 - Convenient preparation of unsymmetrically substituted benzils by permanganate oxidation of beta-oxo phosphorus ylides

AU - Aitken, R Alan

AU - Cadogan, J I G

AU - Gosney, I

PY - 1995

Y1 - 1995

N2 - Oxidative cleavage of a range of ylides 4 with R(1) and/or R(2) being aromatic groups, using KMnO4 in a two-phase system, affords unsymmetrical benzils and 1-arylpropane-1,2-diones 5 in moderate to good yield, and the ylide formation and oxidation can be combined in a convenient one-pot method.

AB - Oxidative cleavage of a range of ylides 4 with R(1) and/or R(2) being aromatic groups, using KMnO4 in a two-phase system, affords unsymmetrical benzils and 1-arylpropane-1,2-diones 5 in moderate to good yield, and the ylide formation and oxidation can be combined in a convenient one-pot method.

KW - phosphorus ylides

KW - oxidation

KW - 1,2-diketones

KW - benzils

KW - permanganate

KW - oxoalkylidenetriphenylphosphoranes

KW - OZONOLYTIC FRAGMENTATION

KW - VICINAL TRICARBONYLS

KW - OXYGEN FUNCTIONS

KW - ALPHA-POSITION

KW - DIKETONES

M3 - Article

SN - 1042-6507

VL - 101

SP - 281

EP - 286

JO - Phosphorus, Sulfur, and Silicon and the Related Elements

JF - Phosphorus, Sulfur, and Silicon and the Related Elements

IS - 1-4

ER -

Convenient preparation of unsymmetrically substituted benzils by permanganate oxidation of beta-oxo phosphorus ylides

Abstract

Keywords

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