Issue 3, 2004
From the journal:

Green Chemistry

A practical improvement of odorless Corey–Kim and Swern oxidations†

Kiyoharu Nishide,*a   Pranab K. Patra,a   Manabu Matoba,a   Kandasamy Shanmugasundarama  and  Manabu Node*a  

* Corresponding authors

a Department of Pharmaceutical Manufacturing Chemistry, Kyoto Pharmaceutical University, Misasagi, Kyoto 607-8414, Japan
E-mail: nishide@mb.kyoto-phu.ac.jp; node@mb.kyoto-phu.ac.jp
Fax: +81-75-595-4775
Tel: +81-75-595-4639

Abstract

Methyl 6-morpholinohexyl sulfide (3a, MMS) and methyl 6-morpholinohexyl sulfoxide (7, MMSO) have been employed as efficient odorless substitutes for dimethyl sulfide (DMS) and dimethyl sulfoxide (DMSO) in Corey–Kim and Swern oxidations, respectively. The oxidation products and the byproduct 3a are easily separable by simple aqueous extraction. The Corey–Kim oxidation was studied in various solvents. The utility of the odorless 6-morpholinohexan-1-thiol (2a) in the dealkylation of phenyl ethers and methyl esters is also presented.

Graphical abstract: A practical improvement of odorless Corey–Kim and Swern oxidations

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Article information

DOI
https://doi.org/10.1039/B312849K
Article type
Paper
Submitted
14 Oct 2003
Accepted
15 Jan 2004
First published
03 Feb 2004

Green Chem., 2004,6, 142-146

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A practical improvement of odorless Corey–Kim and Swern oxidations

K. Nishide, P. K. Patra, M. Matoba, K. Shanmugasundaram and M. Node, Green Chem., 2004, 6, 142 DOI: 10.1039/B312849K

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