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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 44, 2014 - Issue 19
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Original Articles

Modified Yamaguchi Reagent: Convenient and Efficient Esterification

, , , , , & show all
Pages 2854-2860 | Received 17 Mar 2014, Published online: 03 Jul 2014
 

Abstract

A convenient and efficient esterification method that used a modified Yamaguchi reagent (2,4,6-trichlorobenzoyl chloride–4-dimethylaminopyridine) and avoided use not only of intractable acid chloride but also of acid anhydrides was proposed. The reaction mechanism was described by Fourier transform infrared spectroscopy and supported by a density functional theory calculation.

GRAPHICAL ABSTRACT

ACKNOWLEDGMENTS

The authors thank Professor Y. Mazaki and Dr. M. Hasegawa of the School of Science, Kitasato University, and Dr. K. Nagai from the School of Pharmaceutical Sciences, Kitasato University.

Notes

a Assay yields calculated by HPLC using an internal standard method of coumarin.

b Isolated yield.

Color versions of one or more of the figures in the article can be found online at www.tandfonline.com/lsyc.

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