4.3 Article

A Combination of Visible-light Photoredox and Metal Catalysis for the Mannich-type Reaction of N-Aryl Glycine Esters

Journal

CHEMISTRY LETTERS
Volume 46, Issue 11, Pages 1597-1600

Publisher

CHEMICAL SOC JAPAN
DOI: 10.1246/cl.170706

Keywords

Photoredox catalysis; Glycine derivatives; Mannich reaction

Funding

  1. Japan Society for the Promotion of Science (JSPS)
  2. WPI program (iCeMS, Kyoto University)
  3. KAKENHI program
  4. Shiseido Female Researcher Science Grant
  5. Grants-in-Aid for Scientific Research [16H06356] Funding Source: KAKEN

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Herein, we demonstrate that a visible-light photoredox catalyst and metal catalyst can catalyze the Mannich-type reaction between N-aryl glycine ester and silyl enol ether. The combination of 5-aminofluorescein and InBr3 facilitates the functionalization of N-aryl glycine derivatives under mild reaction conditions without stoichiometric amounts of chemical oxidant (e. g. DDQ, t-BuOOH).

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