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Synthetic Utility of N-Benzoyloxyamides as an Alternative Precursor of Acylnitrenoids for γ-Lactam Formation

Soohee Huh, Seung Youn Hong, Sukbok Chang*

*Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 34141, Korea, Email:

S. Huh, S. Y. Hong, S. Chang, Org. Lett., 2019, 21, 2808-2812.

DOI: 10.1021/acs.orglett.9b00791

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Upon Ir catalysis, N-benzoyloxyamides serve as efficient acylnitrenoid precursors to afford γ-lactams. The generation of a putative Ir-carbonylnitrenoid via N-O bond cleavage is facilitated by the chelation of countercations. This convenient reaction offers a step-economic route to γ-lactams.

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ID: J54-Y2019