Journal Article10.1021/ACS.CHEMREV.6B00237
Nonclassical Routes for Amide Bond Formation
764
TL;DR: 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.
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Abstract: 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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Citations
One‐Pot Synthesis of Enantioenriched β‐Amino Secondary Amides via an Enantioselective [4+2] Cycloaddition Reaction of Vinyl Azides with N‐Acyl Imines Catalyzed by a Chiral Brønsted Acid
TL;DR: A catalytic enantioselective synthesis of β-amino secondary amides was achieved using vinyl azides as the enamine-type nucleophile and chiral N-Tf phosphoramide as the chiral Brønsted acid catalyst through a five-step sequential transformation in one pot.
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Less Is More: N(BOH)2 Configuration Exhibits Higher Reactivity than the B3NO2 Heterocycle in Catalytic Dehydrative Amide Formation.
TL;DR: In this paper , the authors describe the design, synthesis, and evaluation of the first isolable N(BOH)2 compound as an amidation catalyst, which outperforms the previously reported B3NO2 heterocycle catalyst with respect to turnover frequency, albeit the former gradually decomposes upon exposure to amines.
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Microwave-assisted Fast Synthesis of a Donor-Acceptor Covalent Organic Framework towards Photooxidative Amidation Catalysis.
Anupam Dey,Faruk Ahamed Rahimi,Tamagna Mandal,Tapas Kumar Maji +3 more
- 28 Apr 2024
TL;DR: Microwave-assisted fast synthesis of a donor-acceptor covalent organic framework for photooxidative amidation catalysis enables rapid and efficient production of COFs with high crystallinity, porosity and catalytic activity.
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Palladium-catalyzed carbonylative synthesis of α,β-unsaturated amides from aryl azides and alkenylaluminum reagent
TL;DR: In this paper, an interesting procedure for the synthesis of α,β-unsaturated amides from aryl azides and alkenylaluminum reagent has been developed.
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