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Literature DB >> 20305794

Gold(I)-Catalyzed Hydroarylation of Allenes with Indoles.

Kristina L Toups¹, Gordon T Liu, Ross A Widenhoefer.

Abstract

Reaction of a monosubstituted, 1,3-disubstituted, or tetrasubstituted allene with various indoles catalyzed by a 1:1 mixture of a gold(I) N-heterocyclic carbene complex and AgOTf at room temperature leads to hydroarylation with formation of 3-allyl-indoles in modest to good yield.

Entities: Chemical Disease Gene

Year: 2009 PMID： 20305794 PMCID： PMC2841298 DOI： 10.1016/j.jorganchem.2008.11.058

Source DB: PubMed Journal: J Organomet Chem ISSN： 0022-328X Impact factor: 2.369

31 in total

1. Efficient metal-catalyzed hydroarylation of styrenes.

Authors: Magnus Rueping; Boris J Nachtsheim; Thomas Scheidt
Journal: Org Lett Date: 2006-08-17 Impact factor: 6.005

2. A convenient FeCl3-catalyzed hydroarylation of styrenes.

Authors: Jette Kischel; Irina Jovel; Kristin Mertins; Alexander Zapf; Matthias Beller
Journal: Org Lett Date: 2006-01-05 Impact factor: 6.005

3. Exclusive 5-exo-dig hydroarylation of o-alkynyl biaryls proceeding via C-H activation pathway.

Authors: Natalia Chernyak; Vladimir Gevorgyan
Journal: J Am Chem Soc Date: 2008-03-22 Impact factor: 15.419

4. Comparative reactivity of TpRu(L)(NCMe)Ph (L = CO or PMe3): impact of ancillary ligand l on activation of carbon-hydrogen bonds including catalytic hydroarylation and hydrovinylation/oligomerization of ethylene.

Authors: Nicholas A Foley; Marty Lail; John P Lee; T Brent Gunnoe; Thomas R Cundari; Jeffrey L Petersen
Journal: J Am Chem Soc Date: 2007-05-09 Impact factor: 15.419

5. Gold-catalyzed hydroarylation of allenes: a highly regioselective carbon-carbon bond formation producing six-membered rings.

Authors: Toshiaki Watanabe; Shinya Oishi; Nobutaka Fujii; Hiroaki Ohno
Journal: Org Lett Date: 2007-10-09 Impact factor: 6.005

6. Synthesis of phenanthrenes and polycyclic heteroarenes by transition-metal catalyzed cycloisomerization reactions.

Authors: Victor Mamane; Peter Hannen; Alois Fürstner
Journal: Chemistry Date: 2004-09-20 Impact factor: 5.236

7. Experimental and computational studies on the mechanism of N-heterocycle C-H activation by Rh(I).

Authors: Sean H Wiedemann; Jared C Lewis; Jonathan A Ellman; Robert G Bergman
Journal: J Am Chem Soc Date: 2006-02-22 Impact factor: 15.419

8. Gold(I)-catalyzed intramolecular enantioselective hydroarylation of allenes with indoles.

Authors: Cong Liu; Ross A Widenhoefer
Journal: Org Lett Date: 2007-04-12 Impact factor: 6.005

9. Pt(IV)-catalyzed cyclization of arene-alkyne substrates via intramolecular electrophilic hydroarylation.

Authors: Stefan J Pastine; So Won Youn; Dalibor Sames
Journal: Org Lett Date: 2003-04-03 Impact factor: 6.005

10. Platinum-catalyzed intramolecular alkylation of indoles with unactivated olefins.

Authors: Cong Liu; Xiaoqing Han; Xiang Wang; Ross A Widenhoefer
Journal: J Am Chem Soc Date: 2004-03-31 Impact factor: 15.419

4 in total

1. Gold(I)-catalyzed enantioselective synthesis of pyrazolidines, isoxazolidines, and tetrahydrooxazines.

Authors: R L Lalonde; Z J Wang; M Mba; A D Lackner; F Dean Toste
Journal: Angew Chem Int Ed Engl Date: 2010 Impact factor: 15.336

2. Gold(I)-Catalyzed Enantioselective Desymmetrization of 1,3-Diols through Intramolecular Hydroalkoxylation of Allenes.

Authors: Weiwei Zi; F Dean Toste
Journal: Angew Chem Int Ed Engl Date: 2015-09-30 Impact factor: 15.336

3. Dinuclear gold-silver resting states may explain silver effects in gold(I)-catalysis.

Authors: Dieter Weber; Michel R Gagné
Journal: Org Lett Date: 2009-11-05 Impact factor: 6.005

4. Synthesis of a Novel Type of 2,3'-BIMs via Platinum-Catalysed Reaction of Indolylallenes with Indoles.

Authors: Lisa Cooper; José Miguel Alonso; Louise Eagling; Helen Newson; Sachini Herath; Christopher Thomson; Andrew Lister; Catherine Howsham; Brian Cox; María Paz Muñoz
Journal: Chemistry Date: 2018-03-05 Impact factor: 5.236

4 in total