Reaction of Thioacids with Isocyanates and Isothiocyanates: A Convenient Amide Ligation Process
David Crich,Kaname Sasaki +1 more
TLDR
A carboxylate salt is shown to react with an electron-deficient isocyanate to give the corresponding amide in excellent yield at room temperature.About:
This article is published in Organic Letters.The article was published on 2009-08-06 and is currently open access. It has received 79 citations till now. The article focuses on the topics: Amide & Isocyanate.read more
Citations
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Rethinking amide bond synthesis
TL;DR: A new generation of amide-forming reactions are reviewed and summarize their potential application to current synthetic challenges, including the development of catalytic amide formation, the synthesis of therapeutic peptides and the preparation of modified peptide and proteins.
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Nonclassical Routes for Amide Bond Formation
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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Sustainable routes to polyurethane precursors
TL;DR: In this paper, the authors provide an overview of classic as well as modern and more sustainable routes towards polyurethanes and their precursors and foster the discussion with the final goal to meet such a sustainable production.
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One-pot synthesis of polyamides with various functional side groups via Passerini reaction
TL;DR: In this paper, the facile introduction of various pendant groups, especially alkynyl and alkenyl groups, provides a platform for efficient post-polymerization modification by click chemistry.
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NHC-catalyzed thioesterification of aldehydes by external redox activation
TL;DR: The NHC-catalyzed thioesterification of aromatic or aliphatic aldehydes with a range of thiols was developed in the presence of a stoichiometric amount of an organic oxidant, and phenazine was shown to give the best results in terms of chemical yield and compatibility withThiols.
References
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PatentDOI
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.
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Amide bond formation and peptide coupling
TL;DR: In this article, the authors propose a method to solve the problem of "uniformity" in the literature: 1.0040−4020/$ doi:10.1016/
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Recent development of peptide coupling reagents in organic synthesis
So-Yeop Han,Young-Ah Kim +1 more
TL;DR: Among many, coupling reagents responsible for the formation of azide, mixed anhydride, and acid halide intermediates have gained substantial popularity in peptide coupling reactions and have particularly attracted organic chemists in their synthesis of complex molecules.
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The Reaction of Thio Acids with Azides: A New Mechanism and New Synthetic Applications
TL;DR: A new amide synthesis strategy based on a fundamental mechanistic revision of the reaction of thio acids and organic azides is presented and it is demonstrated that amines are not formed as intermediates in this reaction.
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Peptide synthesis using unprotected peptides through orthogonal coupling methods.
TL;DR: With this approach, unprotected segments ranging from 4 to 37 residues were coupled to aqueous solution to give free peptides up to 54 residues long with high efficiency.