Single-Step Conversion of Electron-Deficient
Aldehydes into the Corresponding Esters in Aqueous Alcohols in the
Presence of Iodine and Sodium Nitrite

Y. B. Kiran; Reiko Ikeda; Norio Sakai; Takeo Konakahara

doi:10.1055/s-0029-1217121

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Synthesis 2010(2): 276-282
DOI: 10.1055/s-0029-1217121

PAPER

Single-Step Conversion of Electron-Deficient Aldehydes into the Corresponding Esters in Aqueous Alcohols in the Presence of Iodine and Sodium Nitrite

Y. B. Kiran, Reiko Ikeda, Norio Sakai, Takeo Konakahara*
Department of Pure and Applied Chemistry, Faculty of Science & Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan
e-Mail: konaka@rs.noda.tus.ac.jp;

Further Information

Publication History

Received 17 August 2009
Publication Date:
13 November 2009 (online)

Abstract
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Abstract

The direct conversion of aldehydes into their corresponding esters in the presence of iodine and sodium nitrite in aqueous alcohols is reported. In all these reactions, alcohol serves as reactant and also as reaction medium. Almost quantitative yields were obtained with aldehydes containing electron-withdrawing substituents and heterocyclic aldehydes.

Key words

esterification - electron-deficient aldehydes - iodine - sodium nitrite - nucleophilic addition

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