Literature DB >> 22899437

Recent advances in organocatalytic methods for the synthesis of disubstituted 2- and 3-indolinones.

Renato Dalpozzo1, Giuseppe Bartoli, Giorgio Bencivenni.   

Abstract

In recent years, organocatalysis has enhanced its importance as a tool for the synthesis of enantiomerically enriched compounds. Among the candidates for organocatalysis, the construction of asymmetric quaternary carbons is regarded as a challenging problem in organic synthesis. In particular, 3,3'-disubstituted oxindoles have one or more asymmetric quaternary carbon atoms and they represent a large family of bioactive compounds and synthetic derivatives that mimicry natural products. Therefore they are good targets for drug candidates and in the last two years many papers have appeared on organocatalytic methods for the synthesis of 3,3'-disubstituted oxindoles. Moreover, in the last few years 2-substituted and 2,2'-disubtituted 3-indolinones have also attracted the interest of chemists. This review aims to cover the literature on these topics from its origin to the end of 2011.

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Year:  2012        PMID: 22899437     DOI: 10.1039/c2cs35100e

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  34 in total

1.  Pyrrole Strategy for the γ-Lactam-Containing Stemona Alkaloids: (±)Stemoamide, (±)Tuberostemoamide, and (±)Sessilifoliamide A.

Authors:  Xianglin Yin; Kaiqing Ma; Ying Dong; Mingji Dai
Journal:  Org Lett       Date:  2020-06-17       Impact factor: 6.005

Review 2.  The ever-expanding role of asymmetric covalent organocatalysis in scalable, natural product synthesis.

Authors:  Mikail E Abbasov; Daniel Romo
Journal:  Nat Prod Rep       Date:  2014-10       Impact factor: 13.423

3.  Stereochemical evaluation of bis(phosphine) copper catalysts for the asymmetric alkylation of 3-bromooxindoles with α-arylated malonate esters.

Authors:  Chung Whan Lee; Seo-Jung Han; Scott C Virgil; Brian M Stoltz
Journal:  Tetrahedron       Date:  2015-06-03       Impact factor: 2.457

4.  Recent developments in the catalytic, asymmetric construction of pyrroloindolines bearing all-carbon quaternary stereocenters.

Authors:  Lindsay M Repka; Sarah E Reisman
Journal:  J Org Chem       Date:  2013-12-02       Impact factor: 4.354

5.  Thermal Hetero-Diels-Alder Reaction of Benzocyclobutenones with Isatins To Form 2-Oxindole Spirolactones.

Authors:  Thomas Wurm; Ben W H Turnbull; Brett R Ambler; Michael J Krische
Journal:  J Org Chem       Date:  2017-11-22       Impact factor: 4.354

6.  A regioselective multicomponent protocol for the synthesis of novel bioactive 4-hydroxyquinolin-2(1H)-one grafted monospiropyrrolidine and thiapyrrolizidine hybrids.

Authors:  Mathan Sankaran; Chokkalingam Uvarani; Kumarasamy Chandraprakash; Swathi U Lekshmi; Sengupta Suparna; James Platts; Palathurai Subramaniam Mohan
Journal:  Mol Divers       Date:  2014-01-14       Impact factor: 2.943

7.  Visible-Light-Induced Palladium-Catalyzed Generation of Aryl Radicals from Aryl Triflates.

Authors:  Maxim Ratushnyy; Nikita Kvasovs; Sumon Sarkar; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2020-04-06       Impact factor: 15.336

Review 8.  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

9.  Cyanomethylation of Substituted Fluorenes and Oxindoles with Alkyl Nitriles.

Authors:  Gang Hong; Pradip D Nahide; Marisa C Kozlowski
Journal:  Org Lett       Date:  2020-02-11       Impact factor: 6.005

10.  PIII /PV =O Catalyzed Cascade Synthesis of N-Functionalized Azaheterocycles.

Authors:  Trevor V Nykaza; Gen Li; Junyu Yang; Michael R Luzung; Alexander T Radosevich
Journal:  Angew Chem Int Ed Engl       Date:  2020-01-29       Impact factor: 15.336

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