CONVENIENT PREPARATION OF UNSYMMETRICALLY SUBSTITUTED BENZILS BY PERMANGANATE OXIDATION OF β-OXO PHOSPHORUS YLIDES

RA Aitken, JIG Cadogan, I Gosney

Index: Aitken, R. Alan; Cadogan, J. I. G.; Gosney, Ian Phosphorus, Sulfur and Silicon and the Related Elements, 1995 , vol. 101, # 1-4 p. 281 - 286

Full Text: HTML

Citation Number: 7

Abstract

Abstract Oxidative cleavage of a range of ylides 4 with R1 and/or R2 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.

~64%

~37%

~71%

~50%

One-pot synthesis of unsymmetrical benzils from aryl methyl ...

[Kharkongor, Icydora; Rohman, Md. Rumum; Myrboh, Bekington Tetrahedron Letters, 2012 , vol. 53, # 23 p. 2837 - 2841]

Silica supported ferric nitrate nonahydrate: selective oxida...

[Paul, Aniruddha M.; Khandekar, Amit C.; Shenoy Synthetic Communications, 2003 , vol. 33, # 15 p. 2581 - 2584]

Synthesis, photophysics, and electroluminescence of new quin...

[Karastatiris, Panayiotis; Mikroyannidis, John A.; Spiliopoulos, Ioakim K.; Kulkarni, Abhishek P.; Jenekhe, Samson A. Macromolecules, 2004 , vol. 37, # 21 p. 7867 - 7878]