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A practical, metal-free synthesis of 1H-Lndazoles

Organic Letters, 6 March 2008, Vol.10(5), pp.1021-1023 [Peer Reviewed Journal]

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  • Title:
    A practical, metal-free synthesis of 1H-Lndazoles
  • Author: Counceller, C.M. ; Eichman, C.C. ; Wray, B.C. ; Stambuli, J.P.
  • Found In: Organic Letters, 6 March 2008, Vol.10(5), pp.1021-1023 [Peer Reviewed Journal]
  • Subjects: Indazoles -- Chemical Synthesis ; Oximes -- Chemistry
  • Rights: Copyright 2011 Elsevier B.V., All rights reserved.
  • Description: The synthesis of 1H-indazoles is achieved from o-aminobenzoximes by the selective activation of the oxime in the presence of the amino group. The reaction occurs with a variety of substituted o-aminobenzoximes using a slight excess of methanesulfonyl chloride and triethylamine at 0-23 degrees C and is amenable to scale-up. The synthesis of 1H-indazoles under these conditions is extremely mild compared with previous synthetic approaches and affords the desired compounds in good to excellent yields.
  • Identifier: ISSN: 15237060 ; DOI: 10.1021/ol800053f

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