Literature DB >> 17655317

Palladium-catalyzed carbonylative annulation reaction of 2-(1-alkynyl)benzenamines: selective synthesis of 3-(halomethylene)indolin-2-ones.

Shi Tang1, Quan-Fu Yu, Peng Peng, Jin-Heng Li, Ping Zhong, Ri-Yuan Tang.   

Abstract

A novel and selective palladium-catalyzed carbonylative annulation process for the synthesis of 3-(halomethylene)indolin-2-ones was demonstrated. In the presence of PdX2 and CuX2, 3-(halomethylene)indolin-2-ones were selectively obtained from the carbonylative annulations of 2-(1-alkynyl)benzenamines with CO in moderate to good yields.

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Year:  2007        PMID： 17655317     DOI： 10.1021/ol701450n

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  5 in total

1.  Mechanistic insights on the Pd-catalyzed addition of C-X bonds across alkynes - a combined experimental and computational study.

Authors:  Theresa Sperger; Christine M Le; Mark Lautens; Franziska Schoenebeck
Journal:  Chem Sci       Date:  2017-01-27       Impact factor: 9.825

2.  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

3.  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.  Direct alkenylation of indolin-2-ones by 6-aryl-4-methylthio-2H-pyran-2-one-3-carbonitriles: a novel approach.

Authors:  Sandeep Kumar; Ramendra Pratap; Abhinav Kumar; Brijesh Kumar; Vishnu K Tandon; Vishnu Ji Ram
Journal:  Beilstein J Org Chem       Date:  2013-04-25       Impact factor: 2.883

5.  Synthesis of 2-Mercapto-(2-Oxoindolin-3-Ylidene)Acetonitriles from 3-(4-Chloro-5H-1,2,3-Dithiazol-5-Ylidene)Indolin-2-ones.

Authors:  Boris Letribot; Régis Delatouche; Hervé Rouillard; Antoine Bonnet; Jean-René Chérouvrier; Lisianne Domon; Thierry Besson; Valérie Thiéry
Journal:  Molecules       Date:  2018-06-08       Impact factor: 4.411
  5 in total

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