Literature DB >> 17192084

Simple and one-pot protocol for synthesis of indene-spiro-oxindoles involving tandem Prins and Friedel-Crafts reactions.

Deevi Basavaiah1, Kanumuri Ramesh Reddy.   

Abstract

[reaction: see text] A simple and one-pot protocol for the synthesis of indene-spiro-oxindole derivatives via TiCl4-mediated reaction between 1,1-diarylethylenes and isatin derivatives involving construction of two carbon-carbon bonds through tandem Prins and intramolecular Friedel-Crafts (PFC) reactions has been described. A plausible mechanism for this transformation is also presented.

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Year:  2007        PMID： 17192084     DOI： 10.1021/ol062561m

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  7 in total

1.  Use of a tandem Prins/Friedel-Crafts reaction in the construction of the indeno-tetrahydropyridine core of the haouamine alkaloids: formal synthesis of (-)-haouamine A.

Authors:  Erik Fenster; Charlie Fehl; Jeffrey Aubé
Journal:  Org Lett       Date:  2011-04-25       Impact factor: 6.005

2.  Tandem processes identified from reaction screening: nucleophilic addition to aryl N-phosphinylimines employing La(III)-TFAA activation.

Authors:  Hidenori Kinoshita; Oscar J Ingham; Winnie W Ong; Aaron B Beeler; John A Porco
Journal:  J Am Chem Soc       Date:  2010-05-12       Impact factor: 15.419

3.  Atom economical, one-pot, three-reaction cascade to novel tricyclic 2,4-dihydro-1H-benzo[f]isochromenes.

Authors:  Robert J Hinkle; Shane E Lewis
Journal:  Org Lett       Date:  2013-08-01       Impact factor: 6.005

Review 4.  Molecular diversity of spirooxindoles. Synthesis and biological activity.

Authors:  Tetyana L Pavlovska; Ruslan Gr Redkin; Victoria V Lipson; Dmytro V Atamanuk
Journal:  Mol Divers       Date:  2015-09-29       Impact factor: 2.943

5.  Synthesis of spiro[dihydropyridine-oxindoles] via three-component reaction of arylamine, isatin and cyclopentane-1,3-dione.

Authors:  Yan Sun; Jing Sun; Chao-Guo Yan
Journal:  Beilstein J Org Chem       Date:  2013-01-03       Impact factor: 2.883

6.  Simple and efficient microwave assisted N-alkylation of isatin.

Authors:  María Sol Shmidt; Ana María Reverdito; Lautaro Kremenchuzky; Isabel Amalia Perillo; María Mercedes Blanco
Journal:  Molecules       Date:  2008-04-10       Impact factor: 4.411

7.  Synthesis of Spiroindenyl-2-Oxindoles through Palladium-Catalyzed Spirocyclization of 2-Bromoarylamides and Vinyl Bromides.

Authors:  Shuai Yang; Yanghui Zhang
Journal:  Molecules       Date:  2021-12-10       Impact factor: 4.411
  7 in total

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