Highly Efficient One-Pot Synthesis of N-Sulfonylamidines by Cu-Catalyzed Three-Component Coupling of Sulfonyl Azide, Alkyne, and Amine

Imhyuck Bae, Hoon Han, and Sukbok Chang*
Center for Molecular Design and Synthesis, Department of Chemistry and School of Molecular Science (BK21), Korea Advanced Institute of Science and Technology, Daejon 305-701 Republic of Korea
J. Am. Chem. Soc., 2005, 127 (7), pp 2038–2039
DOI: 10.1021/ja0432968
Publication Date (Web): January 27, 2005
Copyright © 2005 American Chemical Society
*

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, sbchang@kaist.ac.kr

Abstract

Abstract Image

A highly efficient, mild, practical, and catalytic multicomponent reaction for the synthesis of N-sulfonylamidines has been developed. This reaction has an extremely wide scope with regard to all three coupling components of alkyne, sulfonyl azide, and amine. Two plausible mechanistic pathways involving ketenimine or triazole intermediate are tentatively presented for the copper-catalyzed three-component coupling reactions.

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History

  • Published In Issue February 23, 2005
  • Received November 8, 2004

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