Issue 20, 2015
From the journal:

RSC Advances

A combination of trimethylsilyl chloride and hydrous natural montmorillonite clay: an efficient solid acid catalyst for the azidation of benzylic and allylic alcohols with trimethylsilyl azide†

Michael A. Tandiary,a   Yoichi Masuib  and  Makoto Onaka*b  

* Corresponding authors

a Department of Chemistry, Graduate School of Science, The University of Tokyo, Tokyo 113-0033, Japan

b Graduate School of Arts and Sciences, The University of Tokyo, Tokyo 153-8902, Japan
E-mail: conaka@mail.ecc.u-tokyo.ac.jp

Abstract

We present a new procedure to convert in situ natural montmorillonite clay into a partially acidified one using a catalytic amount of trimethylsilyl chloride and trace water. We demonstrate that the acidic montmorillonite can catalyze the direct azidation of various benzylic and allylic alcohols with trimethylsilyl azide.

Graphical abstract: A combination of trimethylsilyl chloride and hydrous natural montmorillonite clay: an efficient solid acid catalyst for the azidation of benzylic and allylic alcohols with trimethylsilyl azide

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Article information

DOI
https://doi.org/10.1039/C4RA13238F
Article type
Communication
Submitted
27 Oct 2014
Accepted
27 Jan 2015
First published
27 Jan 2015

RSC Adv., 2015,5, 15736-15739

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A combination of trimethylsilyl chloride and hydrous natural montmorillonite clay: an efficient solid acid catalyst for the azidation of benzylic and allylic alcohols with trimethylsilyl azide

M. A. Tandiary, Y. Masui and M. Onaka, RSC Adv., 2015, 5, 15736 DOI: 10.1039/C4RA13238F

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