Literature DB >> 19572577

Synthesis of functionalized alpha-pyrone and butenolide derivatives by rhodium-catalyzed oxidative coupling of substituted acrylic acids with alkynes and alkenes.

Satoshi Mochida1, Koji Hirano, Tetsuya Satoh, Masahiro Miura.   

Abstract

The straightforward and efficient synthesis of alpha-pyrone and butenolide derivatives has been achieved by the rhodium-catalyzed oxidative coupling reactions of substituted acrylic acids with alkynes and alkenes, respectively. Some alpha-pyrones obtained exhibit solid-state fluorescence.

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Year:  2009        PMID： 19572577     DOI： 10.1021/jo901077r

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  11 in total

1.  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

2.  Rhodium(III)-Catalyzed Allylic C(sp(3))-H Activation of Alkenyl Sulfonamides: Unexpected Formation of Azabicycles.

Authors:  Alexis Archambeau; Tomislav Rovis
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-11       Impact factor: 15.336

3.  Rhodium catalyzed synthesis of isoindolinones via C-H activation of N-benzoylsulfonamides.

Authors:  Chen Zhu; John R Falck
Journal:  Tetrahedron       Date:  2012-09-04       Impact factor: 2.457

4.  Diastereoselective carbocyclization of 1,6-heptadienes triggered by rhodium-catalyzed activation of an olefinic C-H bond.

Authors:  Christophe Aïssa; Kelvin Y T Ho; Daniel J Tetlow; María Pin-Nó
Journal:  Angew Chem Int Ed Engl       Date:  2014-03-14       Impact factor: 15.336

Review 5.  Recent advances in the synthesis of 2-pyrones.

Authors:  Jong Seok Lee
Journal:  Mar Drugs       Date:  2015-03-23       Impact factor: 5.118

6.  Base Mediated Tandem Vinylogous Addition and Cyclization of γ-Phosphonyl/Sulfonyl Crotonates and Ynones: Synthesis of Functionalized 2-Pyrones.

Authors:  Matam Parameshwar; Manda Rajesh; Sridhar Balasubramanian; Maddi Sridhar Reddy
Journal:  ACS Omega       Date:  2019-10-30

7.  Rhodium(III)-Catalyzed Redox-Neutral [3+3] Annulation of N-nitrosoanilines with Cyclopropenones: A Traceless Approach to Quinolin-4(1H)-One Scaffolds.

Authors:  Lingjun Liu; Jiyuan Li; Wenhao Dai; Feng Gao; Kaixian Chen; Yu Zhou; Hong Liu
Journal:  Molecules       Date:  2020-01-09       Impact factor: 4.411

8.  Divergent rhodium-catalyzed electrochemical vinylic C-H annulation of acrylamides with alkynes.

Authors:  Yi-Kang Xing; Xin-Ran Chen; Qi-Liang Yang; Shuo-Qing Zhang; Hai-Ming Guo; Xin Hong; Tian-Sheng Mei
Journal:  Nat Commun       Date:  2021-02-10       Impact factor: 14.919

9.  Ligand Design for Rh(III)-Catalyzed C-H Activation: An Unsymmetrical Cyclopentadienyl Enables a Regioselective Synthesis of Dihydroisoquinolones.

Authors:  Todd K Hyster; Derek M Dalton; Tomislav Rovis
Journal:  Chem Sci       Date:  2015-01-01       Impact factor: 9.825

10.  Rhodium(III)-Catalyzed Intramolecular Annulations of Acrylic and Benzoic Acids to Alkynes.

Authors:  David F Fernández; Noelia Casanova; José Luis Mascareñas; Moisés Gulías
Journal:  ACS Omega       Date:  2019-04-04
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