Molecules (Nov 2021)

Cobalt-Catalyzed Cyclization of 2-Bromobenzamides with Carbodiimides: A New Route for the Synthesis of 3-(Imino)isoindolin-1-ones

  • Hasil Aman,
  • Yu-Chiao Huang,
  • Yu-Hao Liu,
  • Yu-Lin Tsai,
  • Min Kim,
  • Jen-Chieh Hsieh,
  • Gary Jing Chuang

DOI
https://doi.org/10.3390/molecules26237212
Journal volume & issue
Vol. 26, no. 23
p. 7212

Abstract

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A novel synthetic pathway to approach 3-(imino)isoindolin-1-ones by the Co-catalyzed cyclization reaction of 2-bromobenzamides with carbodiimides has been developed. This catalytic reaction can tolerate a variety of substituents and provide corresponding products in moderate yields for most cases. According to the literature, the reaction mechanism is proposed through the formation of a five-membered aza-cobalacycle complex, which carries out the following reaction subsequence, including nucleophilic addition and substitution, to furnish the desired structures.

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