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.
read more
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.
read more
Chat with Paper
AI Agents for this Paper
Find similar papers on Google Scholar, PubMed and Arxiv
Write a critical review of this paper
Analyze citations of this paper to find unaddressed research gaps
Citations
Copper-promoted direct amidation of isoindolinone scaffolds by sodium persulfate
TL;DR: In this paper, a copper-promoted direct amidation of isoindolinone scaffolds mediated by sodium persulfate is described, enabling the structural modification of the drug indobufen ester with various amides with yields of 49 to 98%.
10
Identification of the Side Products That Diminish the Yields of the Monoamidated Product in Metal-Catalyzed C-H Amidation of 2-Phenylpyridine with Arylisocyanates.
Alasdair I. McKay,Weam A.O. Altalhi,Lachlan E. McInnes,Milena L. Czyz,Allan J. Canty,Paul S. Donnelly,Richard A. J. O'Hair +6 more
TL;DR: The Ru(II)-catalyzed amidation of 2-arylpyridines with aryl isocyanates via C-H bond activation is less efficient than described previously, due to the formation of a series of side products, which were readily identified using direct infusion electrospray mass spectrometry and high-performance liquid chromatography-mass spectromaetry.
10
Design, synthesis, and biological evaluation of novel spiro[pyrrolidine-2,3'-quinolin]-2'-one derivatives as potential chitin synthase inhibitors and antifungal agents.
TL;DR: In this paper , a series of spiro-quinolinone derivatives were designed and synthesized and their structures were confirmed by spectroscopic methods, which showed that these synthesized compounds were chitin synthase inhibitors and had selective and broadspectra antifungal activities.
10
Synthesis of N-arylacetamides via amination of aryltriazenes with acetonitrile under metal-free and mild conditions
TL;DR: In this paper, a transition-metal-free synthetic strategy has been developed for the synthesis of N-aryl amides, where stable aryltriazenes as aryl precursors by the cleavage of C N bond, water as oxygen source, and Bronsted acidic ionic liquids (BAILs) as potential promoter under ambient conditions.
10
References
Synthesis of proteins by native chemical ligation
TL;DR: The technique of native chemical ligation is employable for chemically synthesizing full length proteins as discussed by the authors, which are chemically identical to proteins produced by cell free synthesis, and can be refolded and/or oxidized to form native disulfide-containing protein molecules.
3.3K
Bioorthogonal Chemistry: Fishing for Selectivity in a Sea of Functionality
TL;DR: The bioorthogonal chemical reactions developed to date are described and how they can be used to study biomolecules.
A knowledge-based approach in designing combinatorial or medicinal chemistry libraries for drug discovery. 1. A qualitative and quantitative characterization of known drug databases.
TL;DR: The effective range of physicochemical properties presented here can be used in the design of drug-like combinatorial libraries as well as in developing a more efficient corporate medicinal chemistry library.
2.5K
Cell Surface Engineering by a Modified Staudinger Reaction
Eliana Saxon,Carolyn R. Bertozzi +1 more
TL;DR: A chemical transformation that permits the selective formation of covalent adducts among richly functionalized biopolymers within a cellular context is presented and should permit its execution within a cell's interior, offering new possibilities for probing intracellular interactions.
2.4K