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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2009 - Issue 2
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Original Articles

Catalytic Oxidative Esterification of Aldehydes and Alcohols Using KI–TBHP

, , &
Pages 186-195 | Received 17 Nov 2008, Published online: 29 Dec 2009
 

Abstract

A simple and mild procedure for the facile oxidative esterification of aldehydes and alcohols using potassium iodide (KI) in combinzation with tert-butyl hydroperoxide (TBHP) as an external oxidant is described. Oxidative esterification is induced by iodine generated in situ by the chemical oxidation of KI with TBHP.

ACKNOWLEDGMENTS

M. V. and C. U. M. thank the Department of Biotechnology (DBT) and the Council of Scientific Industrial Research (CSIR), India, respectively, for their fellowships.

Notes

a Conversion and selectivity by 1H NMR.

b Reaction carried out at 65°C.

a Reaction conditions: aldehyde (1.0 mmol), KI (0.05 mmol), TBHP (1.5 mmol), and methanol (5 mL) at 65°C.

b Isolated yield.

c Based on GC.

a Reaction conditions: aldehyde (1.0 mmol), KI (0.2 mmol), TBHP (3.0 mmol), and methanol (5 mL) at 65°C, 24 h.

b Based on 1H NMR.

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