Journal Article10.1021/ACS.CHEMREV.6B00237
Nonclassical Routes for Amide Bond Formation
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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
Organocatalytic Direct N-Acylation of Amides with Aldehydes under Oxidative Conditions
TL;DR: The direct oxidative N-acylation reaction of primary amides with aryl/α,β-unsaturated aldehydes was achieved in the presence of azolium salt C3 and an inorganic base using 3,3',5,5'-tetra-tert-butyldiphenoquinone as the oxidant, thus providing an efficient approach for the synthesis of three types of imide compounds.
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Interception of Secondary Amide Ylide with Sulfonamides: Catalyst-Controlled Synthesis of N-Sulfonylamidine Derivatives.
TL;DR: A novel, secondary amide activation strategy has been developed through the in situ generation of ylides from amides and diazoacetates and when highly active Zn(OTf)2 was used as the catalyst, further N-H insertion products were obtained.
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Zirconium catalyzed amide formation without water scavenging
TL;DR: A scalable homogeneous metal-catalyzed protocol for direct amidation of carboxylic acids is presented in this article, where the use of 2-10mol% of the commercially available Zr(Cp)2(OTf)2·THF results in high yields of
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