Oxidation of olefins and hydrazones by anodically in situ generated manganese (III) acetate

Citation
S. Dubey et al., Oxidation of olefins and hydrazones by anodically in situ generated manganese (III) acetate, I J CHEM B, 38(5), 1999, pp. 548-552
Citations number
23
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY
ISSN journal
03764699 → ACNP
Volume
38
Issue
5
Year of publication
1999
Pages
548 - 552
Database
ISI
SICI code
0376-4699(199905)38:5<548:OOOAHB>2.0.ZU;2-L
Abstract
The oxidation of olefins and hydrazones of carbonyl compounds has been perf ormed by using in situ anodically generated milder oxidant Mn(III) acetate at Pt electrode in acetic acid. The oxidation of acyclic olefins leads to t he formation of 1,2-diacetate while in the case of cyclic olefin it results in the formation of gamma-lactone ring onto double bond. Further, intermol ecular carbolactonization of olefins has been achieved using more reactive carboxylic acid substrate i.e. ethyl hydrogen malonate at room temperature under the similar reaction conditions. Mn(III) acetate oxidation of hydrazo nes of carbonyl compounds leads to its fragmentation products.