Catalytic Amination of Aldehydes to Amides

Tillack, Annegret; Rudloff, Ivo; Beller, Matthias

doi:10.1002/1099-0690(200102)2001:3<523::aid-ejoc523>3.0.co;2-z

Cited by 161 publications

(13 citation statements)

References 18 publications

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“…Ten years later, Beller and co-workers proposed the combination of a cationic rhodium catalyst, [Ru(COD) 2 ]BF 4 , with triphenylphosphine as a ligand to report the first Rh-catalyzed condensation of aldehydes with secondary amines . The success of such a catalytic system was ensured by both the addition of a stoichiometric amount of NMO ( N -methylmorpholine N -oxide) that was in charge of regenerating a catalytically active rhodium dehydrogenation catalyst and of K 2 CO 3 (10 mol %) as a cocatalyst.…”

Section: Carboxylic Acid Surrogatesmentioning

confidence: 99%

Nonclassical Routes for Amide Bond Formation

2016

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The present review offers an overview of nonclassical (e.g., with no pre- or in situ activation of a carboxylic acid partner) approaches for the construction of amide bonds. The review aims to comprehensively discuss relevant work, which was mainly done in the field in the last 20 years. Organization of the data follows a subdivision according to substrate classes: catalytic direct formation of amides from carboxylic and amines ( section 2 ); the use of carboxylic acid surrogates ( section 3 ); and the use of amine surrogates ( section 4 ). The ligation strategies (NCL, Staudinger, KAHA, KATs, etc.) that could involve both carboxylic acid and amine surrogates are treated separately in section 5 .

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Section: Carboxylic Acid Surrogatesmentioning

confidence: 99%

Nonclassical Routes for Amide Bond Formation

2016

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“…Commonly used amide synthesis methods suffer from stoichiometric quantities of activating reagents, which lead to the production of large quantities of waste . To overcome the drawback, several catalytic strategies have been developed for the construction of an amide bond, including transition-metal-catalyzed transamidation, oxidative amidation, and carbonylation . Subsequently, the utilization of Lewis acids, such as Ti, Zr, and Hf catalysts for the direct amidation between carboxylic acids and amines has been developed as a promising alternative …”

Section: Introductionmentioning

confidence: 99%

Heterocyclic Boron Acid Catalyzed Dehydrative Amidation of Aliphatic/Aromatic Carboxylic Acids with Amines

et al. 2023

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“…Although homogeneous catalysis is often connected with the rational development of catalysts or reactions, our results show that the area of transition metal-catalyzed amination reactions offers considerable potential to discover new and unusual reactions. Examples from our side include the oxidative amination of styrenes, amination reac-tions of norbornadiene, the recent oxidative amination of aldehydes 60 and the catalytic alkylation of aromatic amines with styrene. 61 In addition to the development of new catalysts and studies of the organometallic chemistry of transition metal amine complexes, we believe that unusual reaction conditions (the use of supercritical solvents, e.g.…”

Section: Discussionmentioning

confidence: 99%