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Selective Hydrolysis of Primary and Secondary Amides Enabled by Visible Light
Wenzhang Xiong1, Yichun Wang2, Xiaobo Yang2
1School of Chemistry, Sun Yat-sen University, Guangzhou 510006, China.
Abstract:
Amide hydrolysis is a fundamentally important transformation in organic chemistry. Developing hydrolysis procedures under mild conditions with a broad substrate scope is desirable. Herein, by leveraging a photoresponsive auxiliary o-nitroanilide, we established a mild two-step protocol for the hydrolysis of primary and secondary amides. This protocol is driven by visible light irradiation at room temperature under neutral conditions, which tolerates numerous acid- and base-sensitive functional groups. Various drugs, natural product-, and amino acid-derived amides can be selectively hydrolyzed.
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