Title: One‐Pot Direct Oxidation of Primary Amines to Carboxylic Acids through Tandem ortho‐Naphthoquinone‐Catalyzed and TBHP‐Promoted Oxidation Sequence.
Authors: Si, Tengda; Kim, Hun Young; Oh, Kyungsoo
Abstract: Biomimetic oxidation of primary amines to carboxylic acids has been developed where the copper‐containing amine oxidase (CuAO)‐like o‐NQ‐catalyzed aerobic oxidation was combined with the aldehyde dehydrogenase (ALDH)‐like TBHP‐mediated imine oxidation protocol. Notably, the current tandem oxidation strategy provides a new mechanistic insight into the imine intermediate and the seemingly simple TBHP‐mediated oxidation pathways of imines. The developed metal‐free amine oxidation protocol allows the use of molecular oxygen and TBHP, safe forms of oxidant that may appeal to the industrial application.
Subjects: AMINE oxidase; CARBOXYLIC acids; ALDEHYDE dehydrogenase; AMINES; OXIDATION
Publication: Chemistry - A European Journal, 2021, Vol 27, Issue 72, p18150
ISSN: 0947-6539
Publication type: Academic Journal
DOI: 10.1002/chem.202103450

One‐Pot Direct Oxidation of Primary Amines to Carboxylic Acids through Tandem ortho‐Naphthoquinone‐Catalyzed and TBHP‐Promoted Oxidation Sequence.

Si, Tengda; Kim, Hun Young; Oh, Kyungsoo