Literature DB >> 25287788

Cascade multicomponent synthesis of indoles, pyrazoles, and pyridazinones by functionalization of alkenes.

Kiran Matcha1, Andrey P Antonchick.   

Abstract

The development of multicomponent reactions for indole synthesis is demanding and has hardly been explored. The present study describes the development of a novel multicomponent, cascade approach for indole synthesis. Various substituted indole derivatives were obtained from simple reagents, such as unfunctionalized alkenes, diazonium salts, and sodium triflinate, by using an established straightforward and regioselective method. The method is based on the radical trifluoromethylation of alkenes as an entry into Fischer indole synthesis. Besides indole synthesis, the application of the multicomponent cascade reaction to the synthesis of pyrazoles and pyridazinones is described.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  arenediazonium salt; indole; multicomponent reaction; radicals; trifluoromethylation

Mesh:

Substances:

Year:  2014        PMID: 25287788     DOI: 10.1002/anie.201406464

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  4 in total

1.  Transition-Metal- and Light-Free Directed Amination of Remote Unactivated C(sp3)-H Bonds of Alcohols.

Authors:  Daria Kurandina; Dongari Yadagiri; Mónica Rivas; Aleksei Kavun; Padon Chuentragool; Keiichi Hayama; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2019-05-08       Impact factor: 15.419

2.  Lewis Acid Mediated Vinylogous Additions of Enol Nucleophiles into an α,β-Unsaturated Platinum Carbene.

Authors:  Paul A Allegretti; Khoi Huynh; Tarik J Ozumerzifon; Eric M Ferreira
Journal:  Org Lett       Date:  2015-12-14       Impact factor: 6.005

3.  CF3SO2X (X = Na, Cl) as reagents for trifluoromethylation, trifluoromethylsulfenyl-, -sulfinyl- and -sulfonylation. Part 1: Use of CF3SO2Na.

Authors:  Hélène Guyon; Hélène Chachignon; Dominique Cahard
Journal:  Beilstein J Org Chem       Date:  2017-12-19       Impact factor: 2.883

4.  [1+1+1] Cyclotrimerization for the Synthesis of Cyclopropanes.

Authors:  Srimanta Manna; Andrey P Antonchick
Journal:  Angew Chem Int Ed Engl       Date:  2016-03-21       Impact factor: 15.336

  4 in total

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