Literature DB >> 16357989

Electrophilic fluorination of organosilanes.

Matthew Tredwell1, Véronique Gouverneur.   

Abstract

The fluorination of organosilanes with the silyl groups directly attached or adjacent to an aryl or alkenyl group has been only very recently examined despite the fact that the corresponding fluorinated products are synthetically useful building blocks. In these reactions, the silyl group enhances the reactivity of the pi-nucleophile and controls the sense of regiochemistry upon addition of the electrophilic source of fluorine. These reactions take advantage of the beta effect of the silicon-carbon bond and recent results from the literature revealed that this chemistry allows for the preparation of a variety of novel fluorinated building blocks including enantio-enriched derivatives.

Entities:  

Mesh:

Substances:

Year:  2005        PMID: 16357989     DOI: 10.1039/b513399h

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  7 in total

Review 1.  Bystanding F+ oxidants enable selective reductive elimination from high-valent metal centers in catalysis.

Authors:  Keary M Engle; Tian-Sheng Mei; Xisheng Wang; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2011-01-24       Impact factor: 15.336

2.  Silver-mediated fluorination of aryl silanes.

Authors:  Pingping Tang; Tobias Ritter
Journal:  Tetrahedron       Date:  2011-06-17       Impact factor: 2.457

3.  C-F Bond Formation for the Synthesis of Aryl Fluorides.

Authors:  Takeru Furuya; Johannes E M N Klein; Tobias Ritter
Journal:  Synthesis (Stuttg)       Date:  2010-06-01       Impact factor: 3.157

Review 4.  Kitamura Electrophilic Fluorination Using HF as a Source of Fluorine.

Authors:  Jianlin Han; Greg Butler; Hiroki Moriwaki; Hiroyuki Konno; Vadim A Soloshonok; Tsugio Kitamura
Journal:  Molecules       Date:  2020-04-30       Impact factor: 4.411

5.  Rapid access to substituted 2-naphthyne intermediates via the benzannulation of halogenated silylalkynes.

Authors:  Samuel J Hein; Dan Lehnherr; William R Dichtel
Journal:  Chem Sci       Date:  2017-06-09       Impact factor: 9.825

6.  Silicon compounds in carbon-11 radiochemistry: present use and future perspectives.

Authors:  Federico Luzi; Antony D Gee; Salvatore Bongarzone
Journal:  Org Biomol Chem       Date:  2021-07-28       Impact factor: 3.876

7.  Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations.

Authors:  Christoph Fricke; Kristina Deckers; Franziska Schoenebeck
Journal:  Angew Chem Int Ed Engl       Date:  2020-08-20       Impact factor: 16.823

  7 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.