Copper and N-Heterocyclic Carbene-Catalyzed Oxidative Amidation of Aldehydes with Amines

Singh, Amandeep; Narula, Anudeep Kumar

doi:10.1055/a-1343-5203

Cited by 6 publications

(1 citation statement)

References 7 publications

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“… 5 Accordingly, in an effort to avoid the use of toxic, sensitizing, and atom-inefficient coupling reagents, efforts have been made toward enabling the direct coupling of aldehydes with an appropriate amine source to yield amides in a formal oxidative process ( Scheme 1 a). 6 This transformation typically relies on the in situ activation/oxidation of the aldehyde partner via conversion into an electrophilic acylating agent such as an NHC adduct, 7 acyl halide, 8 acyl-imide, 9 or active ester. 10 …”

Section: Introductionmentioning

confidence: 99%

One-Pot Oxidative Amidation of Aldehydes via the Generation of Nitrile Imine Intermediates

Henry,

Minty,

Kwok

et al. 2024

J. Org. Chem.

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A one-pot procedure for the oxidative amidation of aldehydes via the in situ generation of reactive nitrile imine (NI) intermediates has been developed. Distinct from our progenitor processes, mechanistic and control experiments revealed that the NI undergoes rapid oxidation to an acyl diazene species, which then facilitates N-acylation of an amine. A range of substrates have been explored, including application in the synthesis of pharmaceutically relevant compounds.

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Section: Introductionmentioning

confidence: 99%

One-Pot Oxidative Amidation of Aldehydes via the Generation of Nitrile Imine Intermediates

Henry,

Minty,

Kwok

et al. 2024

J. Org. Chem.

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A Green Methodology for the Synthesis of Some Regioselective 1, 4‐Disubstituted 1,2,3‐Triazoles via Laccase‐Mediated Click Reaction.

2022

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A novel green efficient methodology was developed for the synthesis of some regioselective 1,4‐disubstituted‐1,2,3‐triazoles through an enzyme laccase (Trametes Versicolor) catalyzed reaction. The reaction utilizes the Click chemistry approach for the formation of highly substituted and regioselective triazoles. The methodology is unprecedented in the way that it executes under mild conditions at room temperature using green buffer solvents. An array of substituted triazoles were feasibly synthesized and characterized via spectroscopic techniques.

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tert‐Butyl Hydroperoxide (TBHP): Recent Progress in C−H Functionalization and Heteroatom‐Heteroatom Bond Formations

Varala,

Seema,

Hussein

et al. 2024

ChemistrySelect

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Abstracttert‐Butyl hydroperoxide (tBuOOH, TBHP) is a commonly used hydroperoxide in many oxidation processes. The primary factors contributing to the increasing usefulness of TBHP include its affordability, eco‐friendliness, exceptional efficacy, and capacity to substitute harmful or rare heavy metal oxidants. In this sexennial update, we thoroughly and critically examined the most noteworthy applications of TBHP in C−H functionalization and heteroatom‐heteroatom bond formation reactions from 2018 till the present. The review has been subdivided based on the nature of the bonds being formed. The review focuses on the advantages and disadvantages of using synthetic organic transformations, as well as the breadth of their use and the underlying mechanisms involved.

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Copper and N-Heterocyclic Carbene-Catalyzed Oxidative Amidation of Aldehydes with Amines

Cited by 6 publications

References 7 publications

One-Pot Oxidative Amidation of Aldehydes via the Generation of Nitrile Imine Intermediates

One-Pot Oxidative Amidation of Aldehydes via the Generation of Nitrile Imine Intermediates

A Green Methodology for the Synthesis of Some Regioselective 1, 4‐Disubstituted 1,2,3‐Triazoles via Laccase‐Mediated Click Reaction.

tert‐Butyl Hydroperoxide (TBHP): Recent Progress in C−H Functionalization and Heteroatom‐Heteroatom Bond Formations

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