Literature DB >> 18924185

Metal-catalyzed one-step synthesis: towards direct alternatives to multistep heterocycle and amino acid derivative formation.

Bruce A Arndtsen1.   

Abstract

The growing understanding of transition-metal catalysis has provided the opportunity to design reactions that convert simple, readily available building blocks in one step into an array of biologically relevant products. Described herein is the application of this approach to the construction of various biologically relevant products, including pyrroles, imidazoles, beta-lactams, oxazoles, alpha-amino acids, propargyl amides, functionalized pyridines, and others. These catalytic reactions rely upon several synthetic operations occurring in sequence, in which the reactivity of transition-metal complexes both activates basic building blocks towards reaction, and controls how multiple versions of these substrates come together. Overall, this allows the synthesis of each these products in one step, in high yield, with minimal waste, and with straightforward access to product diversity.

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Year:  2009        PMID: 18924185     DOI: 10.1002/chem.200800767

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  7 in total

1.  Novel and efficient one-pot five- and six-component reactions for the stereoselective synthesis of highly functionalized enaminones and dithiocarbamates.

Authors:  Morteza Bararjanian; Saeed Balalaie; Frank Rominger; Barahman Movassagh; Hamid Reza Bijanzadeh
Journal:  Mol Divers       Date:  2010-11-12       Impact factor: 2.943

Review 2.  Transition metal-mediated synthesis of monocyclic aromatic heterocycles.

Authors:  Anton V Gulevich; Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2013-01-10       Impact factor: 60.622

3.  Tandem C(sp3)-H Arylation/Oxidation and Arylation/Allylic Substitution of Isoindolinones.

Authors:  Jacqueline Jiménez; Byeong-Seon Kim; Patrick J Walsh
Journal:  Adv Synth Catal       Date:  2016-08-02       Impact factor: 5.837

4.  2-chlorophenyl zinc bromide: a convenient nucleophile for the mannich-related multicomponent synthesis of clopidogrel and ticlopidine.

Authors:  Isabelle Aillaud; Caroline Haurena; Erwan Le Gall; Thierry Martens; Gino Ricci
Journal:  Molecules       Date:  2010-11-11       Impact factor: 4.411

5.  Multicomponent formation route to a new class of oxygen-based 1,3-dipoles and the modular synthesis of furans.

Authors:  Huseyin Erguven; Cuihan Zhou; Bruce A Arndtsen
Journal:  Chem Sci       Date:  2021-10-27       Impact factor: 9.825

6.  Palladium catalyzed synthesis of indolizines via the carbonylative coupling of bromopyridines, imines and alkynes.

Authors:  Sébastien A Roy; José Zgheib; Cuihan Zhou; Bruce A Arndtsen
Journal:  Chem Sci       Date:  2020-12-22       Impact factor: 9.825

7.  Palladium-catalyzed multicomponent synthesis of 2-imidazolines from imines and acid chlorides.

Authors:  Boran Xu; Kraig Worrall; Bruce A Arndtsen
Journal:  Molecules       Date:  2012-11-22       Impact factor: 4.411

  7 in total

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