Nucleophilic aromatic substitution using Et3SiH/cat. t-Bu-P4 as a system for nucleophile activation

Masahiro Ueno; Misato Yonemoto; Masahiro Hashimoto; Andrew E. H. Wheatley; Hiroshi Naka; Yoshinori Kondo

doi:10.1039/B700140A

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Nucleophilic aromatic substitution using Et₃SiH/cat. t-Bu-P4 as a system for nucleophile activation†

Masahiro Ueno,^a Misato Yonemoto,^a Masahiro Hashimoto,^a Andrew E. H. Wheatley,‡^b Hiroshi Naka^a and Yoshinori Kondo*^a

Author affiliations

* Corresponding authors

^a Graduate School of Pharmaceutical Sciences, Tohoku University, Aramaki Aza Aoba 6-3, Aoba-ku, Japan
E-mail: ykondo@mail.pharm.tohoku.ac.jp
Fax: 81-22-795-6804
Tel: 81-22-795-6804

^b Department Chemistry, University of Cambridge, Lensfield Road, Cambridge, UK
E-mail: aehw2@cam.ac.uk
Fax: 44-1223-336362
Tel: 44-1223-763122

Abstract

A novel type of deprotonative arylation of nucleophiles was conducted using Et₃SiH/cat. t-Bu-P4 and the powerful S_NAr reactions of aryl fluorides were accomplished using alcohols and malonates as nucleophiles.

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Supplementary files

Experimental procedures and spectral data for synthesized compounds PDF (142K)

Article information

DOI: https://doi.org/10.1039/B700140A
Article type: Communication
Submitted: 05 Jan 2007
Accepted: 05 Feb 2007
First published: 28 Feb 2007

Download Citation

Chem. Commun., 2007, 2264-2266

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Nucleophilic aromatic substitution using Et₃SiH/cat. t-Bu-P4 as a system for nucleophile activation

M. Ueno, M. Yonemoto, M. Hashimoto, A. E. H. Wheatley, H. Naka and Y. Kondo, Chem. Commun., 2007, 2264 DOI: 10.1039/B700140A

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