Efficient Microwave Access to Polysubstituted Amidines from Imidoylbenzotriazoles

Alan R. Katritzky,* Chunming Cai, and Sandeep K. Singh
Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611-7200
J. Org. Chem., 2006, 71 (9), pp 3375–3380
DOI: 10.1021/jo052443x
Publication Date (Web): April 5, 2006
Copyright © 2006 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.

, katritzky@chem.ufl.edu

Abstract

Abstract Image

Microwave reactions of primary and secondary amines with imidoylbenzotriazoles 6aw gave diversely substituted amidines 7aAa in 76−94% yields. Convenient preparations of a variety of amides 5aAb (87−96%) and imidoylbenzotriazoles 6aw (56−95%) have also been developed using microwave irradiation under mild conditions and short reaction times. These results demonstrate further the advantages of microwave synthesis and introduce a new application of imidoylbenzotriazoles in the preparation of polysubstituted amidines.

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History

  • Published In Issue April 28, 2006
  • Received November 26, 2005

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