Literature DB >> 16550277

Contra-Friedel-Crafts tert-butylation of substituted aromatic rings via directed metallation and sulfinylation.

Jonathan Clayden1, Christopher C Stimson, Martine Keenan.   

Abstract

Directed metallation and sulfinylation yields sulfoxides which undergo ipso nucleophilic aromatic substitution with tertiary and secondary alkyllithiums, giving aromatic rings bearing alkyl groups generally incompatible with directed metallation methods and with regioselectivity complementary with classical Friedel-Crafts substitution.

Entities:  

Mesh:

Substances:

Year:  2006        PMID: 16550277     DOI: 10.1039/b600181e

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  2 in total

1.  N-Isopropyl-benzamide.

Authors:  Erik M van Oosten; Alan J Lough; Neil Vasdev
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2008-05-07

2.  Preparation of Polyfunctionalized Aromatic Nitriles from Aryl Oxazolines.

Authors:  A Hess; H C Guelen; N Alandini; A Mourati; Y C Guersoy; P Knochel
Journal:  Chemistry       Date:  2021-12-02       Impact factor: 5.020

  2 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.