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UV-Light-Induced N‑Acylation of Amines with α‑Diketones

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posted on 2021-06-28, 19:15 authored by Zhihui Xu, Tianbao Yang, Niu Tang, Yifeng Ou, Shuang-Feng Yin, Nobuaki Kambe, Renhua Qiu
Herein, we develop a mild method for N-acylation of primary and secondary amines with α-diketones induced by ultraviolet (UV) light. Forty-six examples with various functional groups are explored at room temperature with irradiation by three 26 W UV lamps (350–380 nm). The yield reaches 97%. The gram scale experiment product yield is 76%. Moreover, this system can be applied to the synthesis of several amino acid derivatives. Mechanistic studies show that benzoin is generated in situ from benzil under UV irradiation.

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