Rhodium catalyzed synthesis of isoindolinones via C-H activation of N-benzoylsulfonamides

Chen Zhu, J R Falck

Research output: Contribution to journalArticlepeer-review

51 Scopus citations


An efficient approach to a wide range of isoindolinones, including 3-monosubstituted and 3,3-disubstituted isoindolinones, from the annulation of N-benzoylsulfonamides with olefins and diazoacetate has been developed. The transformation is broadly compatible with both terminal and internal olefins. Moreover, diazoacetate is for the first time incorporated into an amide-directed C-H functionalization reaction. Specifically, the rhodium complex [{RhCl 2Cp*} 2] enables the in situ dimerization of diazoacetate in addition to its role in catalyzing C-H functionalization/cross- coupling.

Original languageEnglish (US)
Pages (from-to)9192-9199
Number of pages8
Issue number45
StatePublished - Nov 11 2012


  • C-H activation
  • Diazoacetate
  • Isoindolinone
  • N-Benzoylsulfonamide
  • Rhodium catalysis

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry


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