Literature DB >> 19694451

Cyanoacetamide multicomponent reaction (I): Parallel synthesis of cyanoacetamides.

Kan Wang1, Katrina Nguyen, Yijun Huang, Alexander Dömling.   

Abstract

Cyanoacetic acid derivatives are the starting materials for a plethora of multicomponent reaction (MCR) scaffolds. However the diversity of these scaffolds is hampered by the low variability of the cyanoacetic acid derivatives in the past. Here we describe valuable protocols for the parallel synthesis of arrays of cyanoacetamides on a multigram scale and involving very convenient work up by simple filtration and washing. Fifty-two products are described, and several applications are indicated. We foresee our protocol and the resulting derivatives to become very valuable to greatly expanding the large MCR scaffold space of cyanoacetic acid derivatives.

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Year:  2009        PMID: 19694451     DOI: 10.1021/cc9000778

Source DB:  PubMed          Journal:  J Comb Chem        ISSN: 1520-4766


  8 in total

Review 1.  Chemistry and biology of multicomponent reactions.

Authors:  Alexander Dömling; Wei Wang; Kan Wang
Journal:  Chem Rev       Date:  2012-03-22       Impact factor: 60.622

2.  Tractable synthesis of multipurpose screening compounds with under-represented molecular features for an open access screening platform.

Authors:  Felix Wilde; Edgar Specker; Martin Neuenschwander; Marc Nazaré; Anja Bodtke; Andreas Link
Journal:  Mol Divers       Date:  2014-04-01       Impact factor: 2.943

3.  Cyanoacetamides (IV): versatile one-pot route to 2-quinoline-3-carboxamides.

Authors:  Kan Wang; Eberhardt Herdtweck; Alexander Dömling
Journal:  ACS Comb Sci       Date:  2012-04-18       Impact factor: 3.784

4.  One-pot synthesis of 2-amino-indole-3-carboxamide and analogous.

Authors:  Kan Wang; Eberhardt Herdtweck; Alexander Dömling
Journal:  ACS Comb Sci       Date:  2010-12-17       Impact factor: 3.784

5.  Cyanoacetamide MCR (III): three-component Gewald reactions revisited.

Authors:  Kan Wang; Dabin Kim; Alexander Dömling
Journal:  J Comb Chem       Date:  2010 Jan-Feb

Review 6.  Tetrazoles via Multicomponent Reactions.

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

7.  Discovery of chromenes as inhibitors of macrophage migration inhibitory factor.

Authors:  Tjie Kok; Hannah Wapenaar; Kan Wang; Constantinos G Neochoritis; Tryfon Zarganes-Tzitzikas; Giordano Proietti; Nikolaos Eleftheriadis; Katarzyna Kurpiewska; Justyna Kalinowska-Tłuścik; Robbert H Cool; Gerrit J Poelarends; Alexander Dömling; Frank J Dekker
Journal:  Bioorg Med Chem       Date:  2017-12-24       Impact factor: 3.641

8.  An efficient synthesis of N-substituted 3-nitrothiophen-2-amines.

Authors:  Sundaravel Vivek Kumar; Shanmugam Muthusubramanian; J Carlos Menéndez; Subbu Perumal
Journal:  Beilstein J Org Chem       Date:  2015-09-22       Impact factor: 2.883

  8 in total

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