Literature DB >> 24329029

Palladium(II)-catalyzed ortho-olefination of arenes applying sulfoxides as remote directing groups.

Binjie Wang1, Chuang Shen, Jinzhong Yao, Hong Yin, Yuhong Zhang.   

Abstract

A novel palladium-catalyzed ortho-C(sp(2))-H olefination protocol has been developed by the use of sulfoxide as the directing group. Importantly, relatively remote coordination can be accessed to achieve the ortho olefination of benzyl, 2-arylethyl, and 3-arylpropenyl sulfoxide substrates, and the olefinated sulfoxide can be easily transformed to other functionalities.

Entities:  

Year:  2013        PMID: 24329029     DOI: 10.1021/ol402921w

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


  5 in total

1.  Ir(iii)-catalyzed thioether directed arene C-H alkenylation.

Authors:  Chen Li; Xian Chen; Rui-Peng Bao; Dong-Li Li; Kun Zhang; Dong-Hui Wang
Journal:  RSC Adv       Date:  2019-09-24       Impact factor: 4.036

2.  Synthetic and Mechanistic Studies of a Versatile Heteroaryl Thioether Directing Group for Pd(II) Catalysis.

Authors:  Jason S Chen; Andrew M Romine; Kin S Yang; Malkanthi K Karunananda; Keary M Engle
Journal:  ACS Catal       Date:  2019-07-02       Impact factor: 13.084

Review 3.  A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors:  Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal:  Chem Soc Rev       Date:  2018-08-28       Impact factor: 54.564

4.  Broad-Scope Rh-Catalyzed Inverse-Sonogashira Reaction Directed by Weakly Coordinating Groups.

Authors:  Eric Tan; Ophélie Quinonero; M Elena de Orbe; Antonio M Echavarren
Journal:  ACS Catal       Date:  2018-01-29       Impact factor: 13.084

5.  Lewis acid-assisted Ir(iii) reductive elimination enables construction of seven-membered-ring sulfoxides.

Authors:  Wu Yang; Yingzi Li; Jiefeng Zhu; Wentan Liu; Jie Ke; Chuan He
Journal:  Chem Sci       Date:  2020-09-03       Impact factor: 9.825

  5 in total

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