Literature DB >> 20836499

Palladium-catalyzed carbo-heterofunctionalization of alkenes for the synthesis of oxindoles and spirooxindoles.

Stéphanie Jaegli1, Jeremy Dufour, Hai-long Wei, Tiffany Piou, Xin-Hua Duan, Jean-Pierre Vors, Luc Neuville, Jieping Zhu.   

Abstract

A palladium-catalyzed oxidative carbo-heterofunctionalization of aniline derivatives involving concomitant direct C-H functionalization and C-X bond formation was developed. By simply changing the reaction conditions (solvent and catalyst), either 3,3'-disubstituted oxindole or spirooxindole was accessible from the same starting material.

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Year:  2010        PMID： 20836499     DOI： 10.1021/ol101778c

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


  10 in total

1.  Intercepting Wacker intermediates with arenes: C-H functionalization and dearomatization.

Authors:  Bryan S Matsuura; Allison G Condie; Ian A McBee; Ryan C Buff; Gregory J Karahalis; Corey R J Stephenson
Journal:  Org Lett       Date:  2011-11-09       Impact factor: 6.005

2.  A tethering directing group strategy for ruthenium-catalyzed intramolecular alkene hydroarylation.

Authors:  Praveen Kilaru; Sunil P Acharya; Pinjing Zhao
Journal:  Chem Commun (Camb)       Date:  2018-01-23       Impact factor: 6.222

3.  Palladium-catalyzed 1,1-aryloxygenation of terminal olefins.

Authors:  Andrew D Satterfield; Asako Kubota; Melanie S Sanford
Journal:  Org Lett       Date:  2011-02-03       Impact factor: 6.005

4.  Recent Developments in Pd-Catalyzed Alkene Aminoarylation Reactions for the Synthesis of Nitrogen Heterocycles.

Authors:  Danielle M Schultz; John P Wolfe
Journal:  Synthesis (Stuttg)       Date:  2012       Impact factor: 3.157

Review 5.  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

6.  Highly Efficient Cascade Reaction for Selective Formation of Spirocyclobutenes from Dienallenes via Palladium-Catalyzed Oxidative Double Carbocyclization-Carbonylation-Alkynylation.

Authors:  Youai Qiu; Bin Yang; Can Zhu; Jan-E Bäckvall
Journal:  J Am Chem Soc       Date:  2016-10-13       Impact factor: 15.419

Review 7.  Synthesis of spirocyclic scaffolds using hypervalent iodine reagents.

Authors:  Fateh V Singh; Priyanka B Kole; Saeesh R Mangaonkar; Samata E Shetgaonkar
Journal:  Beilstein J Org Chem       Date:  2018-07-17       Impact factor: 2.883

Review 8.  Transition metal-catalyzed synthesis of spirooxindoles.

Authors:  P V Saranya; Mohan Neetha; Thaipparambil Aneeja; Gopinathan Anilkumar
Journal:  RSC Adv       Date:  2021-02-10       Impact factor: 3.361

9.  TCCA-mediated oxidative rearrangement of tetrahydro-β-carbolines: facile access to spirooxindoles and the total synthesis of (±)-coerulescine and (±)-horsfiline.

Authors:  Manda Sathish; Akash P Sakla; Fabiane M Nachtigall; Leonardo S Santos; Nagula Shankaraiah
Journal:  RSC Adv       Date:  2021-05-05       Impact factor: 4.036

Review 10.  Palladium-Catalyzed Organic Reactions Involving Hypervalent Iodine Reagents.

Authors:  Samata E Shetgaonkar; Ritu Mamgain; Kotaro Kikushima; Toshifumi Dohi; Fateh V Singh
Journal:  Molecules       Date:  2022-06-17       Impact factor: 4.927
  10 in total

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