Pinnick-Lindgren Oxidation

Schematic representation of the Pinnick-Lindgren Oxidation.

Mechanism of the Pinnick-Lindgren Oxidation

Mechanism of the Pinnick-Lindgren Oxidation

Original publication	Acta Chem. Scand.. 1973, 27, 888. Tetrahedron. 1981, 37, 2091.
Review

Sample reactions

intermediate structure

NaH2PO4, NaClO2, 2-Methyl-2-butene

t-BuOH

3.5 h

intermediate structure

intermediate structure

NaH2PO4, NaClO2, 2-Methyl-2-butene

t-BuOH

0 °C to RT, ON, 75% (2 steps)

intermediate structure

intermediate structure

NaH2PO4, NaClO2, 2-Methyl-2-butene

H2O, t-BuOH, THF

RT, 60 min, 80%

intermediate structure

intermediate structure

NaH2PO4, NaClO2, 2-Methyl-2-butene

H2O, t-BuOH

RT, ON

intermediate structure

intermediate structure

NaH2PO4, NaClO2, 2-Methyl-2-butene

H2O, t-BuOH

RT, 12 h, 88% (2 steps)

intermediate structure

intermediate structure

NaH2PO4, NaClO2, 2-Methyl-2-butene

H2O, t-BuOH

RT, 2 h

intermediate structure

intermediate structure

NaH2PO4, NaClO2, 2-Methyl-2-butene

H2O, t-BuOH

56% (2 steps)

intermediate structure

intermediate structure

NaH2PO4, NaClO2, 2-Methyl-2-butene

H2O, t-BuOH

RT, 30 min, 85%

intermediate structure

intermediate structure

NaH2PO4, NaClO2, 2-Methyl-2-butene

H2O, t-BuOH

RT, 30 min, 85%

intermediate structure

intermediate structure

NaH2PO4, NaClO2, 2-Methyl-2-butene

H2O, t-BuOH

0 °C to RT, 70 min

intermediate structure

intermediate structure

NaH2PO4, NaClO2, 2-Methyl-2-butene

MeCN, t-BuOH

0 °C to RT

intermediate structure

intermediate structure

NaH2PO4, NaClO2, 2-Methyl-2-butene

H2O, t-BuOH

RT, 5 h, 70%

intermediate structure

intermediate structure

NaH2PO4, NaClO2, 2-Methyl-2-butene

H2O, t-BuOH

0 °C, 5 min

intermediate structure

intermediate structure

Na2HPO4, NaClO2, 2-Methyl-2-butene

H2O, t-BuOH

RT, 1 h, 96% (2 steps)

intermediate structure

intermediate structure

NaH2PO4, NaClO2, 2-Methyl-2-butene

H2O, t-BuOH

0 °C, 70 min, 99%

intermediate structure