Literature DB >> 15038714

Ru(II)-catalyzed chemo- and regioselective cyclotrimerization of three unsymmetrical alkynes through boron temporary tether. One-pot four-component coupling via cyclotrimerization/Suzuki-Miyaura coupling.

Yoshihiko Yamamoto1, Jun-ichi Ishii, Hisao Nishiyama, Kenji Itoh.   

Abstract

The Ru(II)-catalyzed [2+2+2] cyclotrimerization of alkynylboronates, propargyl alcohol, and terminal alkynes proceeded chemo- and regioselectively to give rise to arylboronates, which were subjected to Suzuki-Miyaura cross-coupling with aryliodides to afford highly substituted biaryls in 53-76% yields.

Entities:  

Year:  2004        PMID: 15038714     DOI: 10.1021/ja049673y

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


  7 in total

1.  Stereocontrolled Synthesis of Vinyl Boronates and Vinyl Silanes via Atom-Economical Ruthenium-Catalyzed Alkene-Alkyne Coupling.

Authors:  Barry M Trost; Dennis C Koester; Alastair N Herron
Journal:  Angew Chem Int Ed Engl       Date:  2015-11-17       Impact factor: 15.336

2.  Beyond Reppe: building substituted arenes by [2+2+2] cycloadditions of alkynes.

Authors:  Brandon R Galan; Tomislav Rovis
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

Review 3.  Ruthenium-Catalyzed Cycloadditions to Form Five-, Six-, and Seven-Membered Rings.

Authors:  Rosalie S Doerksen; Tomáš Hodík; Guanyu Hu; Nancy O Huynh; William G Shuler; Michael J Krische
Journal:  Chem Rev       Date:  2021-02-12       Impact factor: 60.622

4.  Highly Regioselective Synthesis of Substituted Isoindolinones via Ruthenium-Catalyzed Alkyne Cyclotrimerizations.

Authors:  Robert W Foster; Christopher J Tame; Helen C Hailes; Tom D Sheppard
Journal:  Adv Synth Catal       Date:  2013-08-12       Impact factor: 5.837

Review 5.  Boron-substituted 1,3-dienes and heterodienes as key elements in multicomponent processes.

Authors:  Ludovic Eberlin; Fabien Tripoteau; François Carreaux; Andrew Whiting; Bertrand Carboni
Journal:  Beilstein J Org Chem       Date:  2014-01-22       Impact factor: 2.883

Review 6.  Catalysis with cycloruthenated complexes.

Authors:  Michael T Findlay; Pablo Domingo-Legarda; Gillian McArthur; Andy Yen; Igor Larrosa
Journal:  Chem Sci       Date:  2022-02-17       Impact factor: 9.825

7.  Direct access to multi-functionalized benzenes via [4 + 2] annulation of α-cyano-β-methylenones and α,β-unsaturated aldehydes.

Authors:  Qianfa Jia; Yunfei Lan; Xin Ye; Yinhe Lin; Qiao Ren
Journal:  RSC Adv       Date:  2020-08-06       Impact factor: 4.036

  7 in total

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