Literature DB >> 27610711

Cleavable β-Cyanoethyl Isocyanide in the Ugi Tetrazole Reaction.

Edwin Kroon1, Katarzyna Kurpiewska2, Justyna Kalinowska-Tłuścik2, Alexander Dömling1.   

Abstract

β-Cyanoethyl isocyanide is introduced as a cleavable isocyanide in the Ugi tetrazole reaction. Eleven examples are described that exhibit a broad scope and are obtained in good overall yields. The obtained 1H-tetrazole scaffold is an important bioisostere for carboxylic acids, and the method described here is a valuable alternative route to known procedures.

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Year:  2016        PMID: 27610711     DOI: 10.1021/acs.orglett.6b01826

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

Review 1.  Tetrazoles via Multicomponent Reactions.

Authors:  Constantinos G Neochoritis; Ting Zhao; Alexander Dömling
Journal:  Chem Rev       Date:  2019-02-01       Impact factor: 60.622

2.  Application of Silver Nanoparticles in the Multicomponent Reaction Domain: A Combined Catalytic Reduction Methodology to Efficiently Access Potential Hypertension or Inflammation Inhibitors.

Authors:  Domna Iordanidou; Tryfon Zarganes-Tzitzikas; Constantinos G Neochoritis; Alexander Dömling; Ioannis N Lykakis
Journal:  ACS Omega       Date:  2018-11-27

3.  Iridium-catalyzed reductive Ugi-type reactions of tertiary amides.

Authors:  Lan-Gui Xie; Darren J Dixon
Journal:  Nat Commun       Date:  2018-07-19       Impact factor: 14.919

4.  Multicomponent reaction-derived covalent inhibitor space.

Authors:  Fandi Sutanto; Shabnam Shaabani; Constantinos G Neochoritis; Tryfon Zarganes-Tzitzikas; Pravin Patil; Ehsan Ghonchepour; Alexander Dömling
Journal:  Sci Adv       Date:  2021-02-03       Impact factor: 14.136

5.  Supported Gold Nanoparticle-Catalyzed Selective Reduction of Multifunctional, Aromatic Nitro Precursors into Amines and Synthesis of 3,4-Dihydroquinoxalin-2-Ones.

Authors:  Domna Iordanidou; Michael G Kallitsakis; Marina A Tzani; Dimitris I Ioannou; Tryfon Zarganes-Tzitzikas; Constantinos G Neochoritis; Alexander Dömling; Michael A Terzidis; Ioannis N Lykakis
Journal:  Molecules       Date:  2022-07-08       Impact factor: 4.927

6.  Highly Stereoselective Ugi/Pictet-Spengler Sequence.

Authors:  Bidong Zhang; Katarzyna Kurpiewska; Alexander Dömling
Journal:  J Org Chem       Date:  2022-05-12       Impact factor: 4.198

  6 in total

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