Literature DB >> 17432866

Synthesis of perfluoroalkylated benzenes and pyridines through cationic Rh(I)/modified BINAP-catalyzed chemo- and regioselective [2 + 2 + 2] cycloaddition.

Ken Tanaka1, Hiromi Hara, Goushi Nishida, Masao Hirano.   

Abstract

A convenient synthesis of perfluoroalkylated benzenes and pyridines has been achieved by a cationic Rh(I)/modified BINAP-complex-catalyzed chemo- and regioselective [2 + 2 + 2] cycloaddition of alkynes with a perfluoroalkylacetylene and a perfluoroalkylnitrile.

Entities:  

Year:  2007        PMID: 17432866     DOI: 10.1021/ol070456m

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


  5 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.  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

4.  Diversity synthesis of complex pyridines yields a probe of a neurotrophic signaling pathway.

Authors:  B Lawrence Gray; Xiang Wang; W Colby Brown; Letian Kuai; Stuart L Schreiber
Journal:  Org Lett       Date:  2008-05-30       Impact factor: 6.005

5.  Practical Synthesis of α-Trifluoromethylated Pyridines Based on Regioselective Cobalt-Catalyzed [2+2+2] Cycloaddition using Trifluoromethylated Diynes with Nitriles.

Authors:  Tatsuya Kumon; Shigeyuki Yamada; Tomohiro Agou; Hiroki Fukumoto; Toshio Kubota; Gerald B Hammond; Tsutomu Konno
Journal:  Adv Synth Catal       Date:  2021-01-22       Impact factor: 5.837

  5 in total

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