5 research outputs found
Merging the IsonitrileâTetrazine (4+1) cycloaddition and the Ugi fourâcomponent reaction into a single multicomponent process
© 2023 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.Multicomponent reactions are of utmost importance at generating a unique, wide, and complex chemical space. Herein we describe a novel multicomponent approach based on the combination of the isonitrile-tetrazine (4+1) cycloaddition and the Ugi four-component reaction to generate pyrazole amide derivatives. The scope of the reaction as well as mechanistic insights governing the 4H-pyrazol-4-imine tautomerization are provided. This multicomponent process provides access to a new chemical space of pyrazole amide derivatives and offers a tool for peptide modification and stapling.This work was supported by a Marie SkĆodowska-Curie grant (Agreement No. 101018454) from the European Union's Horizon 2020 research and innovation program. We thank the DFG (post-doctoral fellowship, grant no. 493006134, to A.âV.âV.), Fundação para a CiĂȘncia e a Tecnologia (Ph.D. studentship 2022.09827.BD to A.âL.âD.) and MCIN/AEI/10.13039/501100011033 (PID2021-125946OB-I00 to G.âJ.âO. and CEX2021-001136-S to CIC bioGUNE).info:eu-repo/semantics/publishedVersio
Merging the Isonitrile-Tetrazine (4+1) Cycloaddition and the Ugi Four-Component Reaction into a Single Multicomponent Process
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Merging the IsonitrileâTetrazine (4+1) Cycloaddition and the Ugi FourâComponent Reaction into a Single Multicomponent Process
Multicomponent reactions are of utmost importance at generating a unique, wide, and complex chemical space. Herein we describe a novel multicomponent approach based on the combination of the isonitrileâtetrazine (4+1) cycloaddition and the Ugi fourâcomponent reaction to generate pyrazole amide derivatives. The scope of the reaction as well as mechanistic insights governing the 4Hâpyrazolâ4âimine tautomerization are provided. This multicomponent process provides access to a new chemical space of pyrazole amide derivatives and offers a tool for peptide modification and stapling
Recommended from our members
Merging the IsonitrileâTetrazine (4+1) Cycloaddition and the Ugi FourâComponent Reaction into a Single Multicomponent Process
Multicomponent reactions are of utmost importance at generating a unique, wide, and complex chemical space. Herein we describe a novel multicomponent approach based on the combination of the isonitrileâtetrazine (4+1) cycloaddition and the Ugi fourâcomponent reaction to generate pyrazole amide derivatives. The scope of the reaction as well as mechanistic insights governing the 4Hâpyrazolâ4âimine tautomerization are provided. This multicomponent process provides access to a new chemical space of pyrazole amide derivatives and offers a tool for peptide modification and stapling
Merging the Isonitrile-Tetrazine (4+1) Cycloaddition and the Ugi Four-Component Reaction into a Single Multicomponent Process
<p>Abstract: Multicomponent reactions are of utmost importance at generating a unique, wide, and complex</p><p>chemical space. Herein we describe a novel multicomponent approach based on the combination of the</p><p>isonitrile-tetrazine (4+1) cycloaddition and the Ugi four-component reaction to generate pyrazole amide</p><p>derivatives. The scope of the reaction as well as mechanistic insights governing the 4H-pyrazol-4-imine</p><p>tautomerization are provided. This multicomponent process provides access to a new chemical space of</p><p>pyrazole amide derivatives and offers a tool for peptide modification and stapling.</p>