DBU catalysis of N,N'-carbonyldiimidazole-mediated amidations.

Org Lett

Development Science and Technology, Pfizer Inc., Eastern Point Road, Groton, Connecticut 06340, USA.

Published: January 2010

AI Article Synopsis

  • DBU effectively catalyzes the amidation of acyl imidazoles, enhancing the reaction rates, especially with less reactive, electron-deficient anilines.
  • It is more accessible and safer, presenting cost benefits compared to traditional catalysts like 1-hydroxybenzotriazole.
  • This makes DBU a valuable alternative for organic synthesis in the lab.

Article Abstract

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) has been found to catalyze the amidation of acyl imidazoles. The rate acceleration is especially evident with traditionally unreactive, electron-deficient anilines. DBU is readily available and offers safety and cost advantages over more commonly employed catalysts such as 1-hydroxybenzotriazole.

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Source
http://dx.doi.org/10.1021/ol9026599DOI Listing

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