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Friedel–Crafts approach to the one-pot synthesis of methoxy-substituted thioxanthylium salts

Authors :
Kenta Tanaka
Yuta Tanaka
Mami Kishimoto
Yujiro Hoshino
Kiyoshi Honda
Source :
Beilstein Journal of Organic Chemistry, Vol 15, Iss 1, Pp 2105-2112 (2019)
Publication Year :
2019
Publisher :
Beilstein-Institut, 2019.

Abstract

An efficient synthesis of methoxy-substituted thioxanthylium salts has been developed. The reaction of diaryl sulfides with benzoyl chlorides in the presence of TfOH smoothly proceeded to give the desired thioxanthylium salts in good yields. In their UV–vis spectra, the maximum absorption wavelengths of methoxy-functionalized thioxanthylium salts were observed at around 460 nm, which show a drastic red shift compared to the parent thioxanthylium salts. The present reaction provides a versatile access to functionalized thioxanthylium salts, and therefore it constitutes a promising tool for the synthesis of biologically and photochemically active molecules.

Details

Language :
English
ISSN :
18605397
Volume :
15
Issue :
1
Database :
Directory of Open Access Journals
Journal :
Beilstein Journal of Organic Chemistry
Publication Type :
Academic Journal
Accession number :
edsdoj.51599131c5bc476fa972b00d7e2efa8b
Document Type :
article
Full Text :
https://doi.org/10.3762/bjoc.15.208