Jump to main content
Jump to site search

Issue 4, 2015
Previous Article Next Article

Rhodium-catalyzed C–H functionalization-based approach to eight-membered lactams

Author affiliations

Abstract

A Rh(III) catalyzed formal [4 + 2 + 2] cyclization of N-pivaloyloxybenzamides 1 with 1,6-allene-enes 2 by C–H functionalization is reported. The reactions occur at room temperature and are compatible with air and moisture with a tolerance of many synthetically useful functional groups. The follow-up modifications of the products have been demonstrated. After careful mechanistic studies and DFT calculation, a reaction mechanism was proposed.

Graphical abstract: Rhodium-catalyzed C–H functionalization-based approach to eight-membered lactams

Back to tab navigation

Supplementary files

Publication details

The article was received on 10 Jan 2015, accepted on 05 Feb 2015 and first published on 05 Feb 2015


Article type: Edge Article
DOI: 10.1039/C5SC00092K
Citation: Chem. Sci., 2015,6, 2275-2285
  • Open access: Creative Commons BY-NC license
  •   Request permissions

    Rhodium-catalyzed C–H functionalization-based approach to eight-membered lactams

    S. Wu, R. Zeng, C. Fu, Y. Yu, X. Zhang and S. Ma, Chem. Sci., 2015, 6, 2275
    DOI: 10.1039/C5SC00092K

    This article is licensed under a Creative Commons Attribution-NonCommercial 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 and it is not used for commercial purposes.

    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

Spotlight

Advertisements