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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 49, 2019 - Issue 20
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Articles

The oxysulfenylation of alkenes with dimethyl sulfoxide/oxalyl chloride

, , , , , & show all
Pages 2662-2670 | Received 22 Feb 2019, Published online: 15 Jul 2019
 

Abstract

A convenient method for the oxysulfenylation of alkenes using dimethyl sulfoxide/oxalyl chloride is described. Cycloalkenes give trans-adducts stereospecifically. The reactions of styrene are highly regioselective for Markovnikov adducts, whereas aliphatic alkenes lead to anti-Markovnikov adducts mainly.

Graphical Abstract

Additional information

Funding

Financial support from the National Key Research and Development Program [2016YFD0400801] and Beijing Postdoctoral Research Foundation [2017-22-011].

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