Literature DB >> 23939922

8-Aminoquinoline: a powerful directing group in metal-catalyzed direct functionalization of C-H bonds.

Matthieu Corbet1, Floryan De Campo.   

Abstract

Chelate me if you can: Over the last decade, strategies for the functionalization of both C(sp2)-H and C(sp3)-H bonds have witnessed an increasing use of a simple, yet powerful directing group, 8-aminoquinoline (in blue). This auxiliary is very efficient in a wide range of metal-mediated reactions, and can be readily removed to afford the desired carboxylic acids or corresponding derivatives.
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CH activation; chelates; heterocycles; palladium; synthetic methods

Year:  2013        PMID: 23939922     DOI: 10.1002/anie.201303556

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


  18 in total

1.  Cobalt-catalyzed, aminoquinoline-directed C(sp²)-H bond alkenylation by alkynes.

Authors:  Liene Grigorjeva; Olafs Daugulis
Journal:  Angew Chem Int Ed Engl       Date:  2014-07-24       Impact factor: 15.336

2.  Total Synthesis and Stereochemical Assignment of Streptide.

Authors:  Nicholas A Isley; Yusuke Endo; Zhi-Chen Wu; Brett C Covington; Leah B Bushin; Mohammad R Seyedsayamdost; Dale L Boger
Journal:  J Am Chem Soc       Date:  2019-10-17       Impact factor: 15.419

Review 3.  Recent advances in the synthesis of gem-dimethylcyclobutane natural products.

Authors:  Erin N Hancock; Johannes M Wiest; M Kevin Brown
Journal:  Nat Prod Rep       Date:  2019-10-16       Impact factor: 13.423

4.  Evolution of a Strategy for the Enantioselective Total Synthesis of (+)-Psiguadial B.

Authors:  Lauren M Chapman; Jordan C Beck; Caitlin R Lacker; Linglin Wu; Sarah E Reisman
Journal:  J Org Chem       Date:  2018-05-18       Impact factor: 4.354

5.  Palladium(II)-Catalyzed ortho-Arylation of Aromatic Alcohols with a Readily Attachable and Cleavable Molecular Scaffold.

Authors:  Qiankun Li; Brian J Knight; Eric M Ferreira
Journal:  Chemistry       Date:  2016-08-05       Impact factor: 5.236

Review 6.  A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors:  Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal:  Chem Soc Rev       Date:  2018-08-28       Impact factor: 54.564

7.  Cobalt-catalysed site-selective intra- and intermolecular dehydrogenative amination of unactivated sp(3) carbons.

Authors:  Xuesong Wu; Ke Yang; Yan Zhao; Hao Sun; Guigen Li; Haibo Ge
Journal:  Nat Commun       Date:  2015-03-10       Impact factor: 14.919

8.  Asymmetric C-H functionalization of cyclopropanes using an isoleucine-NH2 bidentate directing group.

Authors:  Jinhee Kim; Mikyung Sim; Namhoon Kim; Sungwoo Hong
Journal:  Chem Sci       Date:  2015-04-16       Impact factor: 9.825

9.  Cobalt-catalysed C-H carbonylative cyclisation of aliphatic amides.

Authors:  Patrick Williamson; Alicia Galván; Matthew J Gaunt
Journal:  Chem Sci       Date:  2017-01-10       Impact factor: 9.825

10.  The facile construction of the phthalazin-1(2H)-one scaffold via copper-mediated C-H(sp(2))/C-H(sp) coupling under mild conditions.

Authors:  Wei Zhu; Bao Wang; Shengbin Zhou; Hong Liu
Journal:  Beilstein J Org Chem       Date:  2015-09-14       Impact factor: 2.883

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