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

Org Lett. 2021 Jul 16;23(14):5329-5333. doi: 10.1021/acs.orglett.1c01599. Epub 2021 Jun 28.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't