Chemoselective N-Acylation of Indoles and Oxazolidinones with Carbonylazoles


  • This work was supported by a CAREER award (0643264) from the National Science Foundation (USA) (NSF). S.T.H. and E.E.S. are grateful to the NSF for graduate fellowships.


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Unique reactivity: In the presence of more reactive amine and alcohol functional groups and of carboxylic acids, the chemoselective N-acylation of indoles (see scheme) and oxazolidinones is achieved by taking advantage of the unique reactivity of carbonylazole acylating agents with catalytic amounts of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU).