Literature DB >> 14719923

Multicomponent reactions are accelerated in water.

Michael C Pirrung1, Koushik Das Sarma.   

Abstract

Two multicomponent reactions, the Ugi and Passerini reactions, are accelerated by the use of aqueous solutions. The rate enhancements compared to those by organic solvents can approach 300-fold. Reactions performed in water offer another advantage that products are often insoluble, permitting direct isolation by precipitation. The methods were applied to the preparation of three small combinatorial libraries.

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Year:  2004        PMID: 14719923     DOI: 10.1021/ja038583a

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  28 in total

1.  Stereochemical control of the Passerini reaction.

Authors:  Peter R Andreana; Chang C Liu; Stuart L Schreiber
Journal:  Org Lett       Date:  2004-11-11       Impact factor: 6.005

Review 2.  On the industrial applications of MCRs: molecular diversity in drug discovery and generic drug synthesis.

Authors:  Cédric Kalinski; Michael Umkehrer; Lutz Weber; Jürgen Kolb; Christoph Burdack; Günther Ross
Journal:  Mol Divers       Date:  2010-03-16       Impact factor: 2.943

3.  Highly efficient water-mediated approach to access benzazoles: metal catalyst and base-free synthesis of 2-substituted benzimidazoles, benzoxazoles, and benzothiazoles.

Authors:  Manju Bala; Praveen Kumar Verma; Deepika Sharma; Neeraj Kumar; Bikram Singh
Journal:  Mol Divers       Date:  2015-03-11       Impact factor: 2.943

4.  Facile, novel two-step syntheses of benzimidazoles, bis-benzimidazoles, and bis-benzimidazole-dihydroquinoxalines.

Authors:  Zhigang Xu; Arthur Y Shaw; Justin Dietrich; Alexandra P Cappelli; Gary Nichol; Christopher Hulme
Journal:  Mol Divers       Date:  2012-01-12       Impact factor: 2.943

Review 5.  Groebke-Blackburn-Bienaymé multicomponent reaction: emerging chemistry for drug discovery.

Authors:  Saad Shaaban; Bakr F Abdel-Wahab
Journal:  Mol Divers       Date:  2015-05-28       Impact factor: 2.943

Review 6.  Isocyanide-Based Multicomponent Reactions in Water: Advanced Green Tools for the Synthesis of Heterocyclic Compounds.

Authors:  Siamak Javanbakht; Mohammad Taghi Nazeri; Hassan Farhid; Tahereh Nasiriani; Vida Khodkari; Ahmad Shaabani
Journal:  Top Curr Chem (Cham)       Date:  2022-09-22

7.  Application of the Ugi reaction for preparation of submicron capsules based on sugar beet pectin.

Authors:  Rita S Alqubelat; Manar M Obiedallah; Artem S Minin; Giuseppe Lazzara; Maxim A Mironov
Journal:  Mol Divers       Date:  2022-09-13       Impact factor: 3.364

Review 8.  Solid-phase and microwave-assisted syntheses of 2,5-diketopiperazines: small molecules with great potential.

Authors:  Jennifer C O'Neill; Helen E Blackwell
Journal:  Comb Chem High Throughput Screen       Date:  2007-12       Impact factor: 1.339

Review 9.  Organic synthesis "on water".

Authors:  Arani Chanda; Valery V Fokin
Journal:  Chem Rev       Date:  2009-02       Impact factor: 60.622

10.  Harnessing chemical energy for the activation and joining of prebiotic building blocks.

Authors:  Ziwei Liu; Long-Fei Wu; Jianfeng Xu; Claudia Bonfio; David A Russell; John D Sutherland
Journal:  Nat Chem       Date:  2020-10-22       Impact factor: 24.427

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