Literature DB >> 21599624

Beyond Ugi and Passerini reactions: multicomponent approaches based on isocyanides and alkynes as an efficient tool for diversity oriented synthesis.

Fabio De Moliner1, Luca Banfi, Renata Riva, Andrea Basso.   

Abstract

The reaction of isocyanides with electron deficient alkynes has been first reported in 1969, about ten years after the first reports on the famous Ugi four component reaction. However it took about thirty years to realise that the zwitterionic intermediate originating from interaction of the two species could be trapped by a third component, thus giving the start to a novel class of isocyanide-based multicomponent reactions. From that first report dated 1996 there has been an ongrowing interest that has produced, so far, about 150 distinct scientific papers. This review is aimed at rationalising and cathegorising these reports and at offering an overview of all the possible applications of this novel methodology.
© 2011 Bentham Science Publishers

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Year:  2011        PMID: 21599624     DOI: 10.2174/138620711796957099

Source DB:  PubMed          Journal:  Comb Chem High Throughput Screen        ISSN: 1386-2073            Impact factor:   1.339


  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.  Straightforward assembly of phenylimidazoquinoxalines via a one-pot two-step MCR process.

Authors:  Fabio De Moliner; Christopher Hulme
Journal:  Org Lett       Date:  2012-02-22       Impact factor: 6.005

3.  Catalytic Isonitrile Insertions and Condensations Initiated by RNC-X Complexation.

Authors:  Suravi Chakrabarty; Shruti Choudhary; Arpit Doshi; Fa-Qiang Liu; Rishabh Mohan; Manasa P Ravindra; Dhruv Shah; Xun Yang; Fraser F Fleming
Journal:  Adv Synth Catal       Date:  2014-06-20       Impact factor: 5.837

4.  Synthesis of triazolo-fused benzoxazepines and benzoxazepinones via Passerini reactions followed by 1,3-dipolar cycloadditions.

Authors:  Fabio De Moliner; Martina Bigatti; Chiara De Rosa; Luca Banfi; Renata Riva; Andrea Basso
Journal:  Mol Divers       Date:  2014-06-04       Impact factor: 2.943

Review 5.  Mechanochemical synthesis of small organic molecules.

Authors:  Tapas Kumar Achar; Anima Bose; Prasenjit Mal
Journal:  Beilstein J Org Chem       Date:  2017-09-11       Impact factor: 2.883

Review 6.  Synergy Effects in the Chemical Synthesis and Extensions of Multicomponent Reactions (MCRs)-The Low Energy Way to Ultra-Short Syntheses of Tailor-Made Molecules.

Authors:  Heiner Eckert
Journal:  Molecules       Date:  2017-02-25       Impact factor: 4.411

Review 7.  Diversity oriented syntheses of conventional heterocycles by smart multi component reactions (MCRs) of the last decade.

Authors:  Heiner Eckert
Journal:  Molecules       Date:  2012-01-20       Impact factor: 4.411

8.  The multicomponent approach to N-methyl peptides: total synthesis of antibacterial (-)-viridic acid and analogues.

Authors:  Ricardo A W Neves Filho; Sebastian Stark; Bernhard Westermann; Ludger A Wessjohann
Journal:  Beilstein J Org Chem       Date:  2012-11-28       Impact factor: 2.883

  8 in total

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