Oxidation cascade with oxone: cleavage of olefins to carboxylic acids

详细信息    查看全文

• 作者：Keshaba Nanda Parida ; Jarugu Narasimha Moorthy ; ^{moorthy@iitk.ac.in" class="auth_mail}
• 关键词：Oxidation ; Ozonolysis ; Oxone ; Styrenes ; Stilbenes ; Cinnamic acids ; Chalcones ; Diols
• 刊名：Tetrahedron
• 出版年：1 April, 2014
• 年：2014
• 卷：70
• 期：13
• 页码：2280-2285
• 全文大小：1009 K

文摘

A variety of olefins is shown to be cleaved oxidatively to the corresponding acids with oxone as the reagent. The simple methodology that works well for a range of alkenes, i.e., styrenes, nitrostyrenes, stilbenes, cinnamic acids, chalcones, etc., involves heating of the reactant with oxone in acetonitrile-water mixture (1:1, v/v) at reflux. The oxidation cascade involves initial dihydroxylation followed by oxidative cleavage and oxidation of the resultant aldehydes to acids.