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Synthesis 2014; 46(02): 183-188
DOI: 10.1055/s-0033-1340287
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of N-Sulfonylamidines by Catalyst-Free Hydroamination of Ynamides and Amines

Yulong Kong
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Wenyi Road 222, Hangzhou 310012, P. R. of China   Fax: +86(571)28865135   Email: caojian@hznu.edu.cn
,
Lian Yu
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Wenyi Road 222, Hangzhou 310012, P. R. of China   Fax: +86(571)28865135   Email: caojian@hznu.edu.cn
,
Yuming Cui
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Wenyi Road 222, Hangzhou 310012, P. R. of China   Fax: +86(571)28865135   Email: caojian@hznu.edu.cn
,
Jian Cao*
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Wenyi Road 222, Hangzhou 310012, P. R. of China   Fax: +86(571)28865135   Email: caojian@hznu.edu.cn
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Further Information

Publication History

Received: 25 September 2013

Accepted after revision: 28 October 2013

Publication Date:
22 November 2013 (online)

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Abstract

A novel synthesis of N-sulfonylamidines by catalyst-free hydroamination of N,N-disulfonyl ynamides with amines was developed. Alkyl amines react with N,N-disulfonyl ynamides under mild conditions, whereas aryl amines require higher temperatures. Plausible mechanisms are proposed to explain this reaction.

Key words

amines - sulfonamides - aminations

Supporting Information

    for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis.
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