Issue 18, 2008
From the journal:

Chemical Communications

Synthesis and characterization of thiochromone S,S-dioxides as new photolabile protecting groups†

Satoru Kitani,a   Kazuki Sugawara,a   Ken Tsutsumi,a   Tsumoru Morimotoa  and  Kiyomi Kakiuchi*a  

* Corresponding authors

a Graduate School of Materials Science, Nara Institute of Science and Technology (NAIST), Takayama, Ikoma, Nara, Japan
E-mail: kakiuchi@ms.naist.jp
Fax: +81 743 72 6089
Tel: +81 743 72 6080

Abstract

3-Arylthiochromone derivatives were synthesized as new photolabile protecting groups, in which the photoreactivity was switchable based on oxidation of the sulfur atom (sulfide and sulfone); the protected substrates 9,14 released the corresponding alcohols, amines or carbonxylic acids almost quantitatively under UV-light in neutral condition and the photoproduct 10 showed high fluorescence intensity.

Graphical abstract: Synthesis and characterization of thiochromone S,S-dioxides as new photolabile protecting groups

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Article information

DOI
https://doi.org/10.1039/B801860J
Article type
Communication
Submitted
01 Feb 2008
Accepted
06 Mar 2008
First published
27 Mar 2008

Chem. Commun., 2008, 2103-2105

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Synthesis and characterization of thiochromone S,S-dioxides as new photolabile protecting groups

S. Kitani, K. Sugawara, K. Tsutsumi, T. Morimoto and K. Kakiuchi, Chem. Commun., 2008, 2103 DOI: 10.1039/B801860J

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