Literature DB >> 19438242

Rhodium-catalyzed coupling of 2-silylphenylboronic acids with alkynes leading to benzosiloles: catalytic cleavage of the carbon-silicon bond in trialkylsilyl groups.

Mamoru Tobisu1, Masahiro Onoe, Yusuke Kita, Naoto Chatani.   

Abstract

The reaction of 2-(trimethylsilyl)phenylboronic acid with alkynes in the presence of a rhodium catalyst affords benzosilole derivatives. The arylvinylrhodium intermediate undergoes formal substitution at a silicon center, resulting in the cleavage of a robust silicon-methyl bond in the trimethylsilyl group.

Entities:  

Year:  2009        PMID: 19438242     DOI: 10.1021/ja9022978

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


  5 in total

1.  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

2.  Preparation of Polyfunctional Biaryl Derivatives by Cyclolanthanation of 2-Bromobiaryls and Heterocyclic Analogues Using nBu2 LaCl⋅4 LiCl.

Authors:  Baosheng Wei; Dongchao Zhang; Yi-Hung Chen; Aiwen Lei; Paul Knochel
Journal:  Angew Chem Int Ed Engl       Date:  2019-09-19       Impact factor: 15.336

Review 3.  Advances in Synthesis of π-Extended Benzosilole Derivatives and Their Analogs.

Authors:  Tuan Thanh Dang; Hue Minh Thi Nguyen; Hien Nguyen; Tran Ngoc Dung; Minh Tho Nguyen; Wim Dehaen
Journal:  Molecules       Date:  2020-01-27       Impact factor: 4.411

4.  Versatile telluracycle synthesis via the sequential electrophilic telluration of C(sp2)-Zn and C(sp2)-H bonds.

Authors:  Bin Wu; Xiangyang Wu; Edwin Kok Lee Yeow; Naohiko Yoshikai
Journal:  Chem Sci       Date:  2017-04-10       Impact factor: 9.825

5.  Enantioselective construction of six- and seven-membered triorgano-substituted silicon-stereogenic heterocycles.

Authors:  Shuyou Chen; Delong Mu; Pei-Lin Mai; Jie Ke; Yingzi Li; Chuan He
Journal:  Nat Commun       Date:  2021-02-23       Impact factor: 14.919

  5 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.