Literature DB >> 23889167

Rh(III)-catalyzed synthesis of multisubstituted isoquinoline and pyridine N-oxides from oximes and diazo compounds.

Zhuangzhi Shi1, Dennis C Koester, Mélissa Boultadakis-Arapinis, Frank Glorius.   

Abstract

Multisubstituted isoquinoline and pyridine N-oxides have been prepared by Rh(III)-catalyzed cyclization of oximes and diazo compounds via aryl and vinylic C-H activation. This intermolecular annulation involving tandem C-H activation, cyclization, and condensation steps proceeds under mild conditions, obviates the need for oxidants, releases N2 and H2O as the byproducts, and displays a broad substituent scope.

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Year:  2013        PMID： 23889167     DOI： 10.1021/ja406338r

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  20 in total

1.  Facile Rh(III)-Catalyzed Synthesis of Fluorinated Pyridines.

Authors:  Shuming Chen; Robert G Bergman; Jonathan A Ellman
Journal:  Org Lett       Date:  2015-05-20       Impact factor: 6.005

2.  Three-Component Coupling of Aldehydes, 2-Aminopyridines, and Diazo Esters via Rhodium(III)-Catalyzed Imidoyl C-H Activation: Synthesis of Pyrido[1,2- a]pyrimidin-4-ones.

Authors:  Gia L Hoang; Adam J Zoll; Jonathan A Ellman
Journal:  Org Lett       Date:  2019-03-21       Impact factor: 6.005

3.  Application of a robustness screen for the evaluation of synthetic organic methodology.

Authors:  Karl D Collins; Andreas Rühling; Frank Glorius
Journal:  Nat Protoc       Date:  2014-05-15       Impact factor: 13.491

4.  Cobalt(III)-Catalyzed C-H Bond Amidation with Isocyanates.

Authors:  Joshua R Hummel; Jonathan A Ellman
Journal:  Org Lett       Date:  2015-05-06       Impact factor: 6.005

5.  Rhodium(III)-catalyzed C-H functionalization of C-alkenyl azoles with sulfoxonium ylides for the synthesis of bridgehead N-fused [5,6]-bicyclic heterocycles.

Authors:  Gia L Hoang; Jonathan A Ellman
Journal:  Tetrahedron       Date:  2018-03-31       Impact factor: 2.457

6.  Synthesis of [5,6]-Bicyclic Heterocycles with a Ring-Junction Nitrogen Atom: Rhodium(III)-Catalyzed C-H Functionalization of Alkenyl Azoles.

Authors:  Kim Søholm Halskov; Howard S Roth; Jonathan A Ellman
Journal:  Angew Chem Int Ed Engl       Date:  2017-07-05       Impact factor: 15.336

7.  RhodiumIII-catalyzed remote difunctionalization of arenes assisted by a relay directing group.

Authors:  Lincong Sun; Yuyao Zhao; Bingxian Liu; Junbiao Chang; Xingwei Li
Journal:  Chem Sci       Date:  2022-05-30       Impact factor: 9.969

Review 8.  Cycloaddition reactions of enoldiazo compounds.

Authors:  Qing-Qing Cheng; Yongming Deng; Marianne Lankelma; Michael P Doyle
Journal:  Chem Soc Rev       Date:  2017-08-29       Impact factor: 54.564

9.  Insights into the Activation Mode of α-Carbonyl Sulfoxonium Ylides in Rhodium-Catalyzed C-H Activation: A Theoretical Study.

Authors:  Dianmin Zhang; Xiaofang He; Tao Yang; Song Liu
Journal:  ChemistryOpen       Date:  2022-02-24       Impact factor: 2.630

10.  Short and efficient syntheses of protoberberine alkaloids using palladium-catalyzed enolate arylation.

Authors:  Alice E Gatland; Ben S Pilgrim; Panayiotis A Procopiou; Timothy J Donohoe
Journal:  Angew Chem Int Ed Engl       Date:  2014-10-27       Impact factor: 15.336
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