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Catalytic reductive aminations using molecular hydrogen for synthesis of different kinds of amines.

分子状水素を用いた触媒的還元的アミノ化によるアミン合成の包括的レビュー

review not specified not assessed

Abstract

This review systematically examines catalytic reductive amination reactions that employ molecular hydrogen as the reducing agent. By coupling carbonyl substrates—aldehydes or ketones—with ammonia, amines, or nitro compounds under hydrogen pressure in the presence of appropriate catalysts, a broad spectrum of primary, secondary, tertiary, and N-methylamines can be accessed. Both homogeneous and heterogeneous catalytic systems are surveyed, with particular attention to selectivity challenges such as over-alkylation and undesired carbonyl reduction to alcohols. Mechanistic aspects governing product selectivity and side-reaction pathways are discussed in detail. The scope encompasses benzylic, heterocyclic, and aliphatic amine targets, including complex drug-like molecules relevant to pharmaceutical, agrochemical, and life-science applications. The review underscores the importance of developing efficient, selective catalysts for cost-effective and sustainable amine production at both laboratory and industrial scales.

Mechanism

Carbonyl compounds condense with amine sources on a catalyst surface to form imine intermediates, which are subsequently hydrogenated by molecular hydrogen to yield the target amine. Over-alkylation and direct carbonyl reduction to alcohols represent the principal competing side reactions.

Bibliographic

Authors
Murugesan K, Senthamarai T, Chandrashekhar VG, Natte K, Kamer PCJ, Beller M, et al.
Journal
Chem Soc Rev
Year
2020 (2020-09-07)
PMID
32729851
DOI
10.1039/c9cs00286c

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Delivery context

The delivery route is not clearly identifiable from this paper. For hydrogen intake, inhalation is the most efficient route; inhalation, however, carries explosion risk (empirical LFL of 10%; high-concentration devices are not recommended).

Safety notes

The delivery route is not clearly identifiable from this paper. For hydrogen intake, inhalation is the most efficient route; inhalation, however, carries explosion risk (empirical LFL of 10%; high-concentration devices are not recommended).

See also:

Cite as: H2 Papers — PMID 32729851. https://h2-papers.org/en/papers/32729851
Source: PubMed PMID 32729851