Literature DB >> 18781767

Titanocene(III)-catalyzed formation of indolines and azaindolines.

Peter Wipf1, John P Maciejewski.   

Abstract

Reductive cyclization of epoxides tethered to substituted anilines and aminopyridines in the presence of 3 mol % of titanocene dichloride and stoichiometric manganese metal promotes a radical annulation to form 3,3-disubstituted indolines and azaindolines.

Entities:  

Mesh：

Substances：

Year:  2008        PMID： 18781767      PMCID： PMC5467310          DOI： 10.1021/ol801860s

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


  16 in total

1.  The mechanism of Bu3SnH-mediated homolytic aromatic substitution.

Authors:  Athelstan L J Beckwith; Vincent W Bowry; W Russell Bowman; Emma Mann; Jonathan Parr; John M D Storey
Journal:  Angew Chem Int Ed Engl       Date:  2004-01       Impact factor: 15.336

2.  Photochemical intramolecular aromatic substitutions of the imidazol-2-yl radical are superior to those mediated by Bu3SnH.

Authors:  Mairéad A Clyne; Fawaz Aldabbagh
Journal:  Org Biomol Chem       Date:  2005-12-05       Impact factor: 3.876

3.  Radical additions of aryl iodides to arenes are facilitated by oxidative rearomatization with dioxygen.

Authors:  Dennis P Curran; Adam I Keller
Journal:  J Am Chem Soc       Date:  2006-10-25       Impact factor: 15.419

4.  Convenient synthesis and transformation of 2,6-dichloro-4-iodopyridine.

Authors:  J V Mello; N S Finney
Journal:  Org Lett       Date:  2001-12-27       Impact factor: 6.005

5.  Mechanism of titanocene-mediated epoxide opening through homolytic substitution.

Authors:  Andreas Gansäuer; Andriy Barchuk; Florian Keller; Martin Schmitt; Stefan Grimme; Mareike Gerenkamp; Christian Mück-Lichtenfeld; Kim Daasbjerg; Heidi Svith
Journal:  J Am Chem Soc       Date:  2007-02-07       Impact factor: 15.419

6.  Synthesis of beta,gamma-unsaturated lactams via a magnesium iodide promoted ring expansion of secondary methylenecyclopropyl amides.

Authors:  Mark E Scott; Christina A Schwarz; Mark Lautens
Journal:  Org Lett       Date:  2006-11-23       Impact factor: 6.005

7.  Structural basis for the regulation of tubulin by vinblastine.

Authors:  Benoît Gigant; Chunguang Wang; Raimond B G Ravelli; Fanny Roussi; Michel O Steinmetz; Patrick A Curmi; André Sobel; Marcel Knossow
Journal:  Nature       Date:  2005-05-26       Impact factor: 49.962

8.  Synthesis of diverse 2,3-dihydroindoles, 1,2,3,4-tetrahydroquinolines, and benzo-fused azepines by formal radical cyclization onto aromatic rings.

Authors:  Derrick L J Clive; Jianbiao Peng; Stephen P Fletcher; Vincent E Ziffle; David Wingert
Journal:  J Org Chem       Date:  2008-02-16       Impact factor: 4.354

9.  Synthesis of Functionalized Isoindolinones: Addition of In Situ Generated Organoalanes to Acyliminium Ions.

Authors:  Joshua G Pierce; David L Waller; Peter Wipf
Journal:  J Organomet Chem       Date:  2007-10-01       Impact factor: 2.369

10.  Dehydrogenation of indoline by cytochrome P450 enzymes: a novel "aromatase" process.

Authors:  Hao Sun; William J Ehlhardt; Palaniappan Kulanthaivel; Diane L Lanza; Christopher A Reilly; Garold S Yost
Journal:  J Pharmacol Exp Ther       Date:  2007-05-14       Impact factor: 4.030
View more
  6 in total

1.  A microwave assisted intramolecular-furan-Diels-Alder approach to 4-substituted indoles.

Authors:  Filip Petronijevic; Cody Timmons; Anthony Cuzzupe; Peter Wipf
Journal:  Chem Commun (Camb)       Date:  2008-11-11       Impact factor: 6.222

Review 2.  Evolution towards green radical generation in total synthesis.

Authors:  Matthew S Galliher; Bec J Roldan; Corey R J Stephenson
Journal:  Chem Soc Rev       Date:  2021-09-20       Impact factor: 60.615

3.  Catalytic Synthesis of Indolines by Hydrogen Atom Transfer to Cobalt(III)-Carbene Radicals.

Authors:  Alexander S Karns; Monalisa Goswami; Bas de Bruin
Journal:  Chemistry       Date:  2017-12-05       Impact factor: 5.236

4.  Merging Regiodivergent Catalysis with Atom-Economical Radical Arylation.

Authors:  Felix Mühlhaus; Hendrik Weißbarth; Tobias Dahmen; Gregor Schnakenburg; Andreas Gansäuer
Journal:  Angew Chem Int Ed Engl       Date:  2019-08-28       Impact factor: 15.336

5.  Computational study of the rate constants and free energies of intramolecular radical addition to substituted anilines.

Authors:  Andreas Gansäuer; Meriam Seddiqzai; Tobias Dahmen; Rebecca Sure; Stefan Grimme
Journal:  Beilstein J Org Chem       Date:  2013-08-08       Impact factor: 2.883

6.  Design Platform for Sustainable Catalysis with Radicals: Electrochemical Activation of Cp2 TiCl2 for Catalysis Unveiled.

Authors:  Tobias Hilche; Philip H Reinsberg; Sven Klare; Theresa Liedtke; Luise Schäfer; Andreas Gansäuer
Journal:  Chemistry       Date:  2021-01-12       Impact factor: 5.236
  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.