a-Amination of Carbonyl Compounds Using Ammonia Under Oxidative Conditions

14 February 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

We herein report a method for the direct a-amination of different carbonyl compounds by using aqueous ammonium as the N-source. Upon using ammonia in combination with hypochlorites as simple oxidants under phase-transfer conditions it is possible to carry out the direct oxidative a-amination of cyclic b-ketoesters, oxindoles as well as malonitriles and malonates with good to excellent yields. Furthermore, a first proof-of-concept for an asymmetric variant by employing chiral ammonium salts was obtained.

Keywords

Amination
Phase-transfer catalysis
Oxidation
a-Functionalization

Supplementary materials

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Description
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Title
Experimental and analytical details
Description
Experimental procedures, screening details, and analytical characterization of new compounds.
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