Tetrahedron

Oxidation cascade with oxone: cleavage of olefins to carboxylic acids

KN Parida, JN Moorthy

Index: Parida, Keshaba Nanda; Moorthy, Jarugu Narasimha Tetrahedron, 2014 , vol. 70, # 13 p. 2280 - 2285

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Citation Number: 10

Abstract

Abstract 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, ie, 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 ...

555-68-0

m-Nitrocinnamic acid

~78%

~92%

~75%

~90%

~87%

~12%

~73%

~82%

~78%

~75%

~13%

~44%

~34%

~85%

~90%

~59%

~19%

~81%

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