Synthesis of Novel Heterocycles by Amide Activation and Umpolung Cyclization

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Abstract

Herein, we report a metal-free synthesis of cyclic amidines, oxazines, and an oxazinone under mild conditions by electrophilic amide activation. This strategy features an unusual Umpolung cyclization mode and enables the smooth union of α-aryl amides and diverse alkylazides, effectively rerouting our previously reported α-amination transform.

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Zhang, H., Riomet, M., Roller, A., & Maulide, N. (2020). Synthesis of Novel Heterocycles by Amide Activation and Umpolung Cyclization. Organic Letters, 22(6), 2376–2380. https://doi.org/10.1021/acs.orglett.0c00571

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