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Direct Imine Acylation: Rapid Access to Diverse Heterocyclic Scaffolds

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journal contribution
posted on 18.01.2013, 00:00 by William P. Unsworth, Christiana Kitsiou, Richard J. K. Taylor
A simple and efficient procedure to prepare a range of diverse heterocycles by the direct acylation of imines using a variety of functionalized benzoic acids is described. The methodology features a novel method for N-acyliminium ion generation followed by in situ intramolecular trapping by oxygen-, nitrogen-, sulfur- and carbon-based nucleophiles. Preliminary mechanistic studies, using ReactIR, are also reported.