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
Direct alpha-Amination of Amides and Lactams Enabled by the (3+2) Vinyl Azide-Enolate Cycloaddition Manifold
30 May 2022
TL;DR: In this paper , a solution for direct alphaamination of amides and lactams, identified through fundamental exploration of (3+2) vinyl azide-enolate cycloaddition chemistry, is presented.
Highly chemoselective, sterically sensitive NHC-catalysed amine acylation with pyridil.
TL;DR: A new strategy for the protection of amines has been developed involving reaction with pyridil under the influence of N-heterocyclic carbene catalysis, capable of distinguishing between two amines characterised by small differences in steric bulk.
Direct Aldimine Oxidative Reaction: A General Approach toward Amides
TL;DR: The first procedure to directly access amides from stable aldimine under a potassium peroxymonosulfate (Oxone)/DMF system was reported in this article , which involved a nucleophilic addition of imine with Oxone, a similar Baeyer-Villiger rearrangement and a tautomerization process to afford amides in excellent yield.
N-Amidation of Nitrogen-Containing Heterocyclic Compounds: Can We Apply Enzymatic Tools?
TL;DR: In this article , the authors reviewed the feasible enzymes (nitrogen acetyltransferase, carboxylic acid reductase, lipase, and cutinase) for the amidation of N-heterocyclic compounds, summarizing their advantages and weakness in the specific applications.
Photosensitized 1,2‐Sulfonylamination of Alkenes With Sulfonylamide
Z.Y. Chen,Cong Huang,Zhenzhen Xie,Zhu‐Jun Wang,Yu Zheng,Hua Yang,Kai Chen,Hua Yang +7 more
TL;DR: A metal-free, photosensitized method for difunctionalizing alkenes with sulfonylamides is developed, enabling the synthesis of β-amino sulphone architectures with high yields, regioselectivity, and functional group tolerance under mild conditions.
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