Rapid construction of substituted 3-amino-1,5-benzothiazepin-4(5H)-one dipeptide scaffolds through an Ugi-4CR – Ullmann cross-coupling sequence
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چکیده
منابع مشابه
Synthesis of antibacterial 1,3-diyne-linked peptoids from an Ugi-4CR/Glaser coupling approach
A library of ten 1,3-diyne-linked peptoids has been synthesized through an Ugi four-component reaction (U-4CR) followed by a copper-catalysed alkyne homocoupling (Glaser reaction). The short and chemoselective reaction sequence allows generating diverse (pseudo) dimeric peptoids. A combinatorial version allows the one-pot preparation of, e.g., six-compound-libraries of homo- and heterodimers ve...
متن کاملEfficient one-pot synthesis of amino-benzotriazolodiazocinone scaffolds via catalyst-free tandem Ugi-Huisgen reactions.
Herein we describe a catalyst-free, one-pot procedure employing an Ugi-4CR between propargyl glycine, functionalised 2-azidoanilines, different isocyanides and aldehydes, followed by a thermal azide-alkyne Huisgen cycloaddition to generate a 14-member set of amino-benzotriazolodiazocine-bearing dipeptides with multiple points of diversification and high atom economy. These structures were deriv...
متن کاملFormation of polyphenyl chains through hierarchical reactions: Ullmann coupling followed by cross-dehydrogenative coupling.
From an interplay of UHV-STM imaging and DFT calculations, we have illustrated on-surface formation of polyphenyl chains through a hierarchical reaction pathway involving two different kinds of reactions (Ullmann coupling and cross-dehydrogenative coupling), which will provide a deeper understanding of on-surface chemical reactions and an alternative and efficient strategy to fabricate desired ...
متن کاملSynthesis of dihydrophenanthridines by a sequence of Ugi-4CR and palladium-catalyzed intramolecular C-H functionalization
BACKGROUND Small polyfunctionalized heterocyclic compounds play important roles in the drug discovery process and in the isolation and structural identification of biological macromolecules. It is expected that ready access to diverse sets of heterocycles can not only help improving the known biological and pharmacokinetic properties of drugs, but also assist the discovery of molecules that exh...
متن کاملDetermination of the Amino Acid Sequence of an Unknown Dipeptide
A dipeptide of unknown amino acid composition was subjected to acid hydrolysis and heat to permit breakage of peptide bonds in the sample resulting in each individual amino acid constituent. Chromatography was then employed with a proper solvent system to compare a set of known amino acid standards against the unknown hydrolyzed sample to determine the two amino acids present in the unknown dip...
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ژورنال
عنوان ژورنال: Organic & Biomolecular Chemistry
سال: 2018
ISSN: 1477-0520,1477-0539
DOI: 10.1039/c7ob03094k