Literature DB >> 21557582

Iron-catalyzed cycloaddition of alkynenitriles and alkynes.

Brendan R D'Souza1, Timothy K Lane, Janis Louie.   

Abstract

The combination of Fe(OAc)(2) and an electron-donating, sterically hindered pyridyl bisimine ligand catalyzes the cycloaddition of alkynenitriles and alkynes. A variety of substituted pyridines were obtained in good yields.

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Year:  2011        PMID： 21557582      PMCID： PMC3203642          DOI： 10.1021/ol2009939

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


  24 in total

1.  Construction of pyridine rings by metal-mediated [2 + 2 + 2] cycloaddition.

Authors:  Jesús A Varela; Carlos Saá
Journal:  Chem Rev       Date:  2003-09       Impact factor: 60.622

Review 2.  Iron-catalyzed reactions in organic synthesis.

Authors:  Carsten Bolm; Julien Legros; Jacques Le Paih; Lorenzo Zani
Journal:  Chem Rev       Date:  2004-12       Impact factor: 60.622

3.  Intramolecular cyclotrimerization of triynes catalyzed by N-heterocyclic carbene-CoCl2/Zn or -FeCl3/Zn.

Authors:  Naoko Saino; Daisuke Kogure; Sentaro Okamoto
Journal:  Org Lett       Date:  2005-07-07       Impact factor: 6.005

4.  Synthesis of tricyclic fused 3-aminopyridines through intramolecular Co(I)-catalyzed [2+2+2] cycloaddition between ynamides, nitriles, and alkynes.

Authors:  Pierre Garcia; Solenne Moulin; Yves Miclo; David Leboeuf; Vincent Gandon; Corinne Aubert; Max Malacria
Journal:  Chemistry       Date:  2009       Impact factor: 5.236

5.  Iron-catalyzed 1,4-hydroboration of 1,3-dienes.

Authors:  Jessica Y Wu; Benoît Moreau; Tobias Ritter
Journal:  J Am Chem Soc       Date:  2009-09-16       Impact factor: 15.419

6.  Bis(imino)pyridine iron alkyls containing beta-hydrogens: synthesis, evaluation of kinetic stability, and decomposition pathways involving chelate participation.

Authors:  Ryan J Trovitch; Emil Lobkovsky; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2008-08-08       Impact factor: 15.419

Review 7.  Iron-catalysed carbon-heteroatom and heteroatom-heteroatom bond forming processes.

Authors:  Arkaitz Correa; Olga García Mancheño; Carsten Bolm
Journal:  Chem Soc Rev       Date:  2008-04-24       Impact factor: 54.564

8.  A cheap metal for a "noble" task: preparative and mechanistic aspects of cycloisomerization and cycloaddition reactions catalyzed by low-valent iron complexes.

Authors:  Alois Fürstner; Keisuke Majima; Rubén Martín; Helga Krause; Egmont Kattnig; Richard Goddard; Christian W Lehmann
Journal:  J Am Chem Soc       Date:  2008-01-16       Impact factor: 15.419

9.  Iron-catalyzed, hydrogen-mediated reductive cyclization of 1,6-enynes and diynes: evidence for bis(imino)pyridine ligand participation.

Authors:  Kevin T Sylvester; Paul J Chirik
Journal:  J Am Chem Soc       Date:  2009-07-01       Impact factor: 15.419

10.  Enantioselective synthesis of C2 -symmetric spirobipyridine ligands through cationic Rh(I)/modified-BINAP- catalyzed double [2 + 2 + 2] cycloaddition.

Authors:  Azusa Wada; Keiichi Noguchi; Masao Hirano; Ken Tanaka
Journal:  Org Lett       Date:  2007-03-08       Impact factor: 6.005
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  7 in total

1.  A serendipitous discovery: nickel catalyst for the cycloaddition of diynes with unactivated nitriles.

Authors:  Puneet Kumar; Simon Prescher; Janis Louie
Journal:  Angew Chem Int Ed Engl       Date:  2011-09-20       Impact factor: 15.336

Review 2.  Transition metal-mediated synthesis of monocyclic aromatic heterocycles.

Authors:  Anton V Gulevich; Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2013-01-10       Impact factor: 60.622

3.  Pyridine synthesis from oximes and alkynes via rhodium(III) catalysis: Cp* and Cp(t) provide complementary selectivity.

Authors:  Todd K Hyster; Tomislav Rovis
Journal:  Chem Commun (Camb)       Date:  2011-10-10       Impact factor: 6.222

4.  Iron-catalyzed formation of 2-aminopyridines from diynes and cyanamides.

Authors:  Timothy K Lane; Brendan R D'Souza; Janis Louie
Journal:  J Org Chem       Date:  2012-08-14       Impact factor: 4.354

5.  The discovery of [Ni(NHC)RCN]2 species and their role as cycloaddition catalysts for the formation of pyridines.

Authors:  Ryan M Stolley; Hung A Duong; David R Thomas; Janis Louie
Journal:  J Am Chem Soc       Date:  2012-09-04       Impact factor: 15.419

6.  The iron-catalyzed construction of 2-aminopyrimidines from alkynenitriles and cyanamides.

Authors:  Timothy K Lane; Minh H Nguyen; Brendan R D'Souza; Nathan A Spahn; Janis Louie
Journal:  Chem Commun (Camb)       Date:  2013-09-11       Impact factor: 6.222

Review 7.  Multicomponent syntheses of 5- and 6-membered aromatic heterocycles using group 4-8 transition metal catalysts.

Authors:  Daniel N Huh; Yukun Cheng; Connor W Frye; Dominic T Egger; Ian A Tonks
Journal:  Chem Sci       Date:  2021-06-29       Impact factor: 9.825
  7 in total

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