硫代色酮S,S-二氧化物作为新型光不稳定保护基团的合成与表征

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

作者信息

Kitani Satoru, Sugawara Kazuki, Tsutsumi Ken, Morimoto Tsumoru, Kakiuchi Kiyomi

机构信息

Graduate School of Materials Science, Nara Institute of Science and Technology, Takayama, Ikoma, Nara, 630-0192, Japan.

出版信息

Chem Commun (Camb). 2008 May 14(18):2103-5. doi: 10.1039/b801860j. Epub 2008 Mar 27.

DOI:10.1039/b801860j

PMID:18438482

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 , released the corresponding alcohols, amines or carbonxylic acids almost quantitatively under UV-light in neutral condition and the photoproduct showed high fluorescence intensity.

摘要

3-芳硫基色酮衍生物被合成为新型光不稳定保护基，其光反应性可基于硫原子（硫化物和砜）的氧化进行切换；被保护的底物在中性条件下于紫外光照射下几乎定量地释放出相应的醇、胺或羧酸，且光产物显示出高荧光强度。