Synthesis of N-Sulfonylamidated and Amidated Azobenzenes under Rhodium Catalysis

J Org Chem. 2015 Aug 21;80(16):8026-35. doi: 10.1021/acs.joc.5b01149. Epub 2015 Jul 31.

Abstract

The rhodium(III)-catalyzed ortho-C-H amidation of azobenzenes with arylsulfonyl and aryl and alkyl isocyanates is described. The N-sulfonyl amidation reaction using arylsulfonyl isocyanates is first reported in the C-H activation strategy. These transformations provide the facile and efficient construction of a range of amide moieties into azobenzenes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amides / chemical synthesis*
  • Amides / chemistry
  • Azo Compounds / chemical synthesis*
  • Azo Compounds / chemistry
  • Catalysis
  • Molecular Structure
  • Organometallic Compounds / chemistry*
  • Rhodium / chemistry*
  • Sulfonic Acids / chemical synthesis*
  • Sulfonic Acids / chemistry

Substances

  • Amides
  • Azo Compounds
  • Organometallic Compounds
  • Sulfonic Acids
  • Rhodium
  • azobenzene