Literature DB >> 19705909

Isoquinoline synthesis via rhodium-catalyzed oxidative cross-coupling/cyclization of aryl aldimines and alkynes.

Nicolas Guimond1, Keith Fagnou.   

Abstract

A general rhodium-catalyzed oxidative coupling reaction between internal alkynes and aryl aldimines is described. This process affords 3,4-disubstituted isoquinolines in good yield and high regioselectivity. Preliminary mechanistic studies suggest that the C-N bond formation arises from the reductive elimination of a rhodium(III) species.

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Year:  2009        PMID： 19705909     DOI： 10.1021/ja904380q

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


  21 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.  A versatile synthesis of substituted isoquinolines.

Authors:  Chong Si; Andrew G Myers
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-09       Impact factor: 15.336

3.  Pyridine synthesis from oximes and alkynes via rhodium(III) catalysis: Cp* and Cp(t) provide complementary selectivity.

Authors:  Todd K Hyster; Tomislav Rovis
Journal:  Chem Commun (Camb)       Date:  2011-10-10       Impact factor: 6.222

4.  An Improved Catalyst Architecture for Rhodium (III) Catalyzed C-H Activation and its Application to Pyridone Synthesis.

Authors:  Todd K Hyster; Tomislav Rovis
Journal:  Chem Sci       Date:  2011-08-01       Impact factor: 9.825

Review 5.  Electronic and Steric Tuning of a Prototypical Piano Stool Complex: Rh(III) Catalysis for C-H Functionalization.

Authors:  Tiffany Piou; Tomislav Rovis
Journal:  Acc Chem Res       Date:  2017-12-22       Impact factor: 22.384

Review 6.  A Simple and Versatile Amide Directing Group for C-H Functionalizations.

Authors:  Ru-Yi Zhu; Marcus E Farmer; Yan-Qiao Chen; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2016-08-01       Impact factor: 15.336

7.  A coupling of benzamides and donor/acceptor diazo compounds to form γ-lactams via Rh(III)-catalyzed C-H activation.

Authors:  Todd K Hyster; Kyle E Ruhl; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2013-04-02       Impact factor: 15.419

8.  Facile synthesis of unsymmetrical acridines and phenazines by a Rh(III)-catalyzed amination/cyclization/aromatization cascade.

Authors:  Yajing Lian; Joshua R Hummel; Robert G Bergman; Jonathan A Ellman
Journal:  J Am Chem Soc       Date:  2013-08-19       Impact factor: 15.419

9.  Synthesis of substituted isoquinolines utilizing palladium-catalyzed α-arylation of ketones.

Authors:  Timothy J Donohoe; Ben S Pilgrim; Geraint R Jones; José A Bassuto
Journal:  Proc Natl Acad Sci U S A       Date:  2012-07-02       Impact factor: 11.205

10.  Rhodium-catalyzed oxidative cycloaddition of benzamides and alkynes via C-H/N-H activation.

Authors:  Todd K Hyster; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2010-08-04       Impact factor: 15.419
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