Ir-catalyzed reductive amination and transfer hydrogenation of diketones: access to β- and γ-amino alcohols

RSC Advances, Journal Year: 2024, Volume and Issue: 14(51), P. 38105 - 38109

Published: Jan. 1, 2024

A mild protocol for the construction of β-and γ-amino alcohols via an iridium-catalyzes reductive amination and transfer hydrogenation diketones with aromatic amines is described.

Language: Английский

Efficient Synthesis of Amine Compounds by Catalytic Reductive Amination

Journal of Synthetic Organic Chemistry Japan, Journal Year: 2024, Volume and Issue: 82(8), P. 814 - 824

Published: Aug. 1, 2024

Amine compounds are widely used in various fields and many synthetic methods have been developed. Reductive amination is an excellent one-step reaction to synthesize the corresponding amine compound from a carbonyl compound, but there some problems such as use of toxic stoichiometric reductant or low catalytic activity. We challenged develop new catalysts solve these reductive reactions. examined ligands developed Ir-PA complex having picolinamidato ligand Ir-QN quinolinolato ligand. These exhibit high activity functional group tolerance under mild transfer hydrogenation conditions using formic acid formate hydrogen source do not require high-pressure vessel. also asymmetric catalyst based on knowledge catalysts. As result tuning structure, iridium with N-(2-picolyl)sulfonamidato (Ir-PSA) was for efficient synthesis optically active amines ketones by inexpensive amino alcohol auxiliary chiral nitrogen source. The groups can be removed oxidative conditions, deprotection performed one-pot process. Furthermore, this adapted α-keto carboxylic acids, enabling α-amino including unnatural acids. This article describes properties their applications.

Language: Английский

Hydroxylamine‐O‐Sulfonic Acid (HOSA): A Recent Synthetic Overview

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(35)

Published: Sept. 12, 2024

Abstract Hydroxylamine‐ O‐ sulfonic acid has been used as a versatile nitrogen source in synthetic organic chemistry. It dual function and utilized both nucleophile an electrophile during different transformations. This reagent is stable easy to handle aqueous solvents. can be with functional groups under mild reaction conditions, making its widely applicable for constructing complex molecules. various applications such agrochemicals, pharmaceuticals, polymer industries the formation of S−N, C−N, O−N, N−N bonds, well efficient cyclization reactions metal‐free conditions excellent stereo– regioselectivity. The present review provides brief overview all advancements made past two decades using hydroxylamine‐ source.

Language: Английский