Jump to main content
Jump to site search

Issue 2, 2017
Previous Article Next Article

Rh(III)-catalyzed double C–H activation of aldehyde hydrazones: a route for functionalized 1H-indazole synthesis

Author affiliations

Abstract

A novel and straightforward strategy for functionalized 1H-indazoles is realized by the Rh(III)-catalyzed double C–H activation and C–H/C–H cross coupling of readily available aldehyde phenylhydrazones. The reaction is scalable and various 1H-indazoles could be afforded in moderate to high yields with good functional-group compatibility. Mechanism experiments and DFT calculations suggest the distinctive Rh(III)-catalyzed C–H/C–H cross coupling reaction underwent a cascade C(aryl)–H bond metalation, C(aldhyde)–H bond insertion and reductive elimination process.

Graphical abstract: Rh(iii)-catalyzed double C–H activation of aldehyde hydrazones: a route for functionalized 1H-indazole synthesis

Back to tab navigation
Please wait while Download options loads

Supplementary files

Publication details

The article was received on 31 Aug 2016, accepted on 06 Oct 2016 and first published on 07 Oct 2016


Article type: Edge Article
DOI: 10.1039/C6SC03888C
Citation: Chem. Sci., 2017,8, 1303-1308
  • Open access: Creative Commons BY license
  •   Request permissions

    Rh(III)-catalyzed double C–H activation of aldehyde hydrazones: a route for functionalized 1H-indazole synthesis

    P. Xu, G. Wang, Z. Wu, S. li and C. Zhu, Chem. Sci., 2017, 8, 1303
    DOI: 10.1039/C6SC03888C

    This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
    • For reproduction of material from PCCP:
      [Original citation] - Published by the PCCP Owner Societies.
    • For reproduction of material from PPS:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
    • For reproduction of material from all other RSC journals:
      [Original citation] - Published by The Royal Society of Chemistry.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author