Literature DB >> 19326876

Synthesis of (E)-3-(isobenzofuran-3(1H)-ylidene)indolin-2-ones by the palladium-catalyzed intramolecular C-H functionalization process.

Peng Peng1, Bo-Xiao Tang, Shao-Feng Pi, Yun Liang, Jin-Heng Li.   

Abstract

A novel and selective protocol has been developed for the synthesis of (E)-3-(isobenzofuran-3(1H)-ylidene)indolin-2-ones by Pd-catalyzed oxidative intramolecular C-H functionalization reactions of various 3-(2-(hydroxymethyl)aryl)-N-methyl-N-arylpropiolamides in moderate yields. Mechanisms involving a C-H activation process were proposed for this transformation on the basis of the observed values of kinetic isotope effects.

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Year:  2009        PMID: 19326876     DOI: 10.1021/jo900437p

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


  4 in total

1.  Phosphine/palladium-catalyzed syntheses of alkylidene phthalans, 3-deoxyisoochracinic acid, isoochracinic acid, and isoochracinol.

Authors:  Yi Chiao Fan; Ohyun Kwon
Journal:  Org Lett       Date:  2012-06-21       Impact factor: 6.005

2.  A ligand-directed divergent catalytic approach to establish structural and functional scaffold diversity.

Authors:  Yen-Chun Lee; Sumersing Patil; Christopher Golz; Carsten Strohmann; Slava Ziegler; Kamal Kumar; Herbert Waldmann
Journal:  Nat Commun       Date:  2017-02-14       Impact factor: 14.919

3.  Synthesis of (Z)-3-[amino(phenyl)methylidene]-1,3-dihydro-2H-indol-2-ones using an Eschenmoser coupling reaction.

Authors:  Lukáš Marek; Lukáš Kolman; Jiří Váňa; Jan Svoboda; Jiří Hanusek
Journal:  Beilstein J Org Chem       Date:  2021-02-23       Impact factor: 2.883

4.  The transient-chelating-group-controlled stereoselective Rh(i)-catalyzed silylative aminocarbonylation of 2-alkynylanilines: access to (Z)-3-(silylmethylene)indolin-2-ones.

Authors:  Ya-Fei Han; Gui-Fen Lv; Yang Li; Li-Jun Wu; Xuan-Hui Ouyang; Jin-Heng Li
Journal:  Chem Sci       Date:  2022-07-27       Impact factor: 9.969

  4 in total

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