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Journal of Sulfur Chemistry Volume 41, 2020 - Issue 5
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Articles

NaClO2-mediated preparation of pyridine-2-sulfonyl chlorides and synthesis of chiral sulfonamides

Dong XuState Key Laboratory of Chemical Resource Engineering, College of Chemistry and College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing, People’s Republic of ChinaView further author information
,
Shiyi YangState Key Laboratory of Chemical Resource Engineering, College of Chemistry and College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing, People’s Republic of ChinaView further author information
,
Aijun GaoState Key Laboratory of Chemical Resource Engineering, College of Chemistry and College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing, People’s Republic of ChinaCorrespondence[email protected]
ORCID Iconhttps://orcid.org/0000-0001-9594-0860View further author information
ORCID Icon &
Zhanhui YangState Key Laboratory of Chemical Resource Engineering, College of Chemistry and College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing, People’s Republic of ChinaCorrespondence[email protected]
ORCID Iconhttps://orcid.org/0000-0001-7050-8780View further author information
ORCID Icon
Pages 463-473 | Received 05 Dec 2019, Accepted 21 May 2020, Published online: 04 Jun 2020
 
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Abstract

A simple method to prepare azaarenesulfonyl chlorides by NaClO2-mediated oxidative chlorination of azaarenethiols have been developed, with water as the solvent. Easy purification by simple extraction and concentration gives the products in good yields. The azaarenesulfonyl chlorides readily undergo condensation with chiral amines to afford chiral sulfonamides.

GRAPHICAL ABSTRACT

Disclosure statement

No potential conflict of interest was reported by the author(s).

Additional information

Funding

This work was financially supported by the Natural Science Foundation of Beijing Municipality (no. 2202041) and the Fundamental Research Funds for the Central Universities (nos. XK1802-6 and 12060093063). Natural Science Foundation of Beijing.

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