Literature DB >> 15845020

A tandem Heck-carbocyclization/Suzuki-coupling approach to the stereoselective syntheses of asymmetric 3,3-(diarylmethylene)indolinones.

Wing S Cheung1, Raymond J Patch, Mark R Player.   

Abstract

[reaction: see text] An efficient and versatile method for stereoselective synthesis of (E)-3,3-(diarylmethylene)indolinones by a palladium-catalyzed tandem Heck-carbocyclization/Suzuki-coupling sequence is presented. Factors influencing yield and selectivity, namely catalyst, coordinating ligand, and solvent, are detailed.

Entities:  

Year:  2005        PMID： 15845020     DOI： 10.1021/jo050016d

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


  10 in total

Review 1.  Controlled microwave heating in modern organic synthesis: highlights from the 2004-2008 literature.

Authors:  C Oliver Kappe; Doris Dallinger
Journal:  Mol Divers       Date:  2009-04-21       Impact factor: 2.943

2.  Two palladium-catalyzed domino reactions from one set of substrates/reagents: efficient synthesis of substituted indenes and cis-stilbenoid hydrocarbons from the same internal alkynes and hindered Grignard reagents.

Authors:  Cheng-Guo Dong; Pik Yeung; Qiao-Sheng Hu
Journal:  Org Lett       Date:  2007-01-18       Impact factor: 6.005

3.  Tandem Cycloisomerization/Suzuki Coupling of Arylethynyl MIDA Boronates.

Authors:  Julian M W Chan; Giovanni W Amarante; F Dean Toste
Journal:  Tetrahedron       Date:  2011-06-17       Impact factor: 2.457

4.  Development of Novel Alkene Oxindole Derivatives As Orally Efficacious AMP-Activated Protein Kinase Activators.

Authors:  Li-Fang Yu; Yuan-Yuan Li; Ming-Bo Su; Mei Zhang; Wei Zhang; Li-Na Zhang; Tao Pang; Run-Tao Zhang; Bing Liu; Jing-Ya Li; Jia Li; Fa-Jun Nan
Journal:  ACS Med Chem Lett       Date:  2013-03-25       Impact factor: 4.345

5.  Isatinones A and B, new antifungal oxindole alkaloids from Isatis costata.

Authors:  Itrat Fatima; Ijaz Ahmad; Itrat Anis; Abdul Malik; Nighat Afza
Journal:  Molecules       Date:  2007-02-06       Impact factor: 4.411

6.  Oxidative coupling as a biomimetic approach to the synthesis of scytonemin.

Authors:  Andreas Ekebergh; Isabella Karlsson; Rudi Mete; Ye Pan; Anna Börje; Jerker Mårtensson
Journal:  Org Lett       Date:  2011-07-25       Impact factor: 6.005

7.  Ynamide carbopalladation: a flexible route to mono-, bi- and tricyclic azacycles.

Authors:  Craig D Campbell; Rebecca L Greenaway; Oliver T Holton; P Ross Walker; Helen A Chapman; C Adam Russell; Greg Carr; Amber L Thomson; Edward A Anderson
Journal:  Chemistry       Date:  2015-07-16       Impact factor: 5.236

8.  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

9.  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

10.  Synthesis of a novel polycyclic ring scaffold with antimitotic properties via a selective domino Heck-Suzuki reaction.

Authors:  Esther Alza; Luca Laraia; Brett M Ibbeson; Súil Collins; Warren R J D Galloway; Jamie E Stokes; Ashok R Venkitaraman; David R Spring
Journal:  Chem Sci       Date:  2014-09-09       Impact factor: 9.825
  10 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.