Atom-economic catalytic amide synthesis from amines and carboxylic acids activated in situ with acetylenes

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Atom-economic catalytic amide synthesis from amines and carboxylic acids activated in situ with acetylenes

Amide bond-forming reactions are of tremendous significance in synthetic chemistry. Methodological research has, in the past, focused on efficiency and selectivity, and these have reached impressive levels. However, the unacceptable amounts of waste produced have led the ACS GCI Roundtable to label 'amide bond formation avoiding poor atom economy' as the most pressing target for sustainable syn...

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Catalytic amide formation from non-activated carboxylic acids and amines.

The amide functionality is found in a wide variety of biological and synthetic structures such as proteins, polymers, pesticides and pharmaceuticals. Due to the fact that synthetic amides are still mainly produced by the aid of coupling reagents with poor atom-economy, the direct catalytic formation of amides from carboxylic acids and amines has become a field of emerging importance. A general,...

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Direct amide formation from unactivated carboxylic acids and amines.

The direct coupling of unactivated carboxylic acids with amines can be performed in toluene 110 °C in the absence of catalyst. The use of simple zirconium catalysts at 5 mol% loading gave amide formation in as little as 4 h.

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Triphenylphosphine-catalysed amide bond formation between carboxylic acids and amines.

Unactivated carboxylic acids and amines undergo organocatalytic Ph3P/CCl4-mediated amide bond formation by employing in situ reduction of triphenylphosphine oxide to triphenylphosphine in the presence of diethoxymethylsilane and bis(4-nitrophenyl)phosphate.

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Catalytic reductive N-alkylation of amines using carboxylic acids.

We report a catalytic reductive alkylation reaction of primary or secondary amines with carboxylic acids. The two-phase process involves silane mediated direct amidation followed by catalytic reduction.

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ژورنال

عنوان ژورنال: Nature Communications

سال: 2016

ISSN: 2041-1723

DOI: 10.1038/ncomms11732