Literature DB >> 19807175

Development of a sila-Friedel-Crafts reaction and its application to the synthesis of dibenzosilole derivatives.

Shunsuke Furukawa1, Junji Kobayashi, Takayuki Kawashima.   

Abstract

An intramolecular sila-Friedel-Crafts reaction was developed and applied to the synthesis of dibenzosilole derivatives. This reaction proceeds under mild conditions to afford the target in relatively high yield, indicating its availability as a versatile synthetic method. The synthesis of trisilasumanene, a silicon analogue of sumanene, was achieved using the present reaction.

Entities:  

Year:  2009        PMID: 19807175     DOI: 10.1021/ja906566r

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  16 in total

1.  General and practical one-pot synthesis of dihydrobenzosiloles from styrenes.

Authors:  Alexey Kuznetsov; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2012-01-24       Impact factor: 6.005

2.  Ir-Catalyzed Enantioselective, Intramolecular Silylation of Methyl C-H Bonds.

Authors:  Bo Su; John F Hartwig
Journal:  J Am Chem Soc       Date:  2017-08-25       Impact factor: 15.419

3.  Rhodium-Catalyzed Regioselective Silylation of Alkyl C-H Bonds for the Synthesis of 1,4-Diols.

Authors:  Caleb Karmel; Bijie Li; John F Hartwig
Journal:  J Am Chem Soc       Date:  2018-01-22       Impact factor: 15.419

4.  Fused heteroaromatic dihydrosiloles: synthesis and double-fold modification.

Authors:  Alexey Kuznetsov; Yoshiharu Onishi; Yoshihiro Inamoto; Vladimir Gevorgyan
Journal:  Org Lett       Date:  2013-04-29       Impact factor: 6.005

5.  A general strategy toward aromatic 1,2-ambiphilic synthons: palladium-catalyzed ortho-halogenation of PyDipSi-arenes.

Authors:  Alexander S Dudnik; Natalia Chernyak; Chunhui Huang; Vladimir Gevorgyan
Journal:  Angew Chem Int Ed Engl       Date:  2010-11-08       Impact factor: 15.336

6.  Silylation of C-H bonds in aromatic heterocycles by an Earth-abundant metal catalyst.

Authors:  Anton A Toutov; Wen-Bo Liu; Kerry N Betz; Alexey Fedorov; Brian M Stoltz; Robert H Grubbs
Journal:  Nature       Date:  2015-02-05       Impact factor: 49.962

7.  Enantioselective synthesis of a chiral nitrogen-doped buckybowl.

Authors:  Qitao Tan; Shuhei Higashibayashi; Sangita Karanjit; Hidehiro Sakurai
Journal:  Nat Commun       Date:  2012-06-12       Impact factor: 14.919

8.  The Pyridyldiisopropylsilyl Group: A Masked Functionality and Directing Group for Monoselective ortho-Acyloxylation and ortho-Halogenation Reactions of Arenes.

Authors:  Chunhui Huang; Natalia Chernyak; Alexander S Dudnik; Vladimir Gevorgyan
Journal:  Adv Synth Catal       Date:  2011-05-01       Impact factor: 5.837

9.  Intramolecular Chain Hydrosilylation of Alkynylphenylsilanes Using a Silyl Cation as a Chain Carrier.

Authors:  Hidekazu Arii; Kenichi Nakabayashi; Kunio Mochida; Takayuki Kawashima
Journal:  Molecules       Date:  2016-08-01       Impact factor: 4.411

10.  Hexathioalkyl sumanenes: an electron-donating buckybowl as a building block for supramolecular materials.

Authors:  Yoshiaki Shoji; Takashi Kajitani; Fumitaka Ishiwari; Qiang Ding; Hiroyasu Sato; Hayato Anetai; Tomoyuki Akutagawa; Hidehiro Sakurai; Takanori Fukushima
Journal:  Chem Sci       Date:  2017-10-18       Impact factor: 9.825

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