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

Authors

  • 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
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.

Supporting Information