Friedel-Crafts acylation of pyrroles and indoles using 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) as a nucleophilic catalyst
Taylor, J. E., Jones, M., Williams, J. M. J. and Bull, S. D., 2010. Friedel-Crafts acylation of pyrroles and indoles using 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) as a nucleophilic catalyst. Organic Letters, 12 (24), pp. 5740-5743.
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1,5-Diazabicyclo[4.3.0]non-5-ene (DBN) has been shown to be an effective catalyst for the regioselective Friedel-Crafts C-acylation of pyrroles and indoles in high yields. A detailed mechanistic study implies that DBN is acting as a nucleophilic organocatalyst, with the X-ray crystal structure of a key N-acyl-amidine intermediate having been determined for the first time.
|Creators||Taylor, J. E., Jones, M., Williams, J. M. J. and Bull, S. D.|
|Departments||Faculty of Science > Chemistry|
|Research Centres||Centre for Sustainable Chemical Technologies|
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