Method for the oxidation of unsaturated organic compounds

摘要

A one-pot method for the oxidative cleavage of unsaturated carbon-carbon bonds to provide a carboxylic acid or a ketone-containing compound is disclosed. The method comprises contacting an alkene or an alkyne with hydrogen peroxide and a manganese transition metal catalyst having a ligand of formula (I):;

主权项

1. A one-pot method for providing a carboxylic acid or a ketone-containing compound, the method comprising:
contacting an alkene or an alkyne with a catalytic oxidation system to form a reaction mixture, wherein the catalytic oxidation system comprises:
(i) hydrogen peroxide,(ii) a manganese transition metal catalyst having a ligand of formula (I): R is independently selected from the group consisting of: hydrogen, C1-C6-alkyl, CH3CH2OH, CH3COOH, and pyridin-2-ylmethyl, and optionally one of R is linked to the N of another Q from another ring via an ethylene or propylene bridge; R1, R2, R3, and R4 are independently selected from the group consisting of: H, C1-C4-alkyl, and C1-C4-alkylhydroxy;(iii) a carboxylic acid, carboxylate salt or mixture thereof; or ascorbic acid, or a salt or ester thereof, or mixture thereof; andwherein the molar ratio of hydrogen peroxide to the alkene or the alkyne is from 20:1 to 1:1, and the manganese transition metal catalyst is present in a range from 0.0001 to 5 mol % with respect to the alkene or the alkyne; and forming a second carboxylic acid or a ketone-containing compound.