Benzyltriphenylphosphonium chlorochromate: A mild and novel reagent for oxidation of benzylic and allylic alcohols under non-aqueous and aprotic conditions or microwave conditions

Citation
Ar. Hajipour et al., Benzyltriphenylphosphonium chlorochromate: A mild and novel reagent for oxidation of benzylic and allylic alcohols under non-aqueous and aprotic conditions or microwave conditions, SYN COMMUN, 30(21), 2000, pp. 3855-3864
Citations number
48
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
30
Issue
21
Year of publication
2000
Pages
3855 - 3864
Database
ISI
SICI code
0039-7911(2000)30:21<3855:BCAMAN>2.0.ZU;2-3
Abstract
This paper describes the oxidation of benzylic and allylic alcohols under n on-aqueous and aprotic conditions or microvalue conditions using benzyltrip henyl phosphonium chlorochromate (1) PhCH2PPh3CrO3.HCl which has been prepa red by mixing an aqueous solution of benzyltriphenylphosphonium chloride wi th CrO3 in 6 N HCl at room temperature. This reagent is stable orange powde r which may be stored for months without loss of its activity. This compoun d is readily soluble in organic solvents such as acetonitrile, chloroform a nd dichloromethane and slightly soluble in carbon tetrachloride, ether and hexane. the oxidation under microwave conditions is much more faster.