Beilstein J. Org. Chem.2019,15, 2105–2112, doi:10.3762/bjoc.15.208
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Keywords: Friedel–Crafts reaction; metal-free conditions; one-pot synthesis; photoredox catalyst; thioxanthyliumsalt; Introduction
Thioxanthylium salts are one of the important structural motifs found in biologically active compounds and photochemical materials [1][2][3][4][5][6][7][8]. Owing to these
properties. Thus, developing efficient synthetic routes and more economic approaches is highly desirable. In addition, only amino groups were introduced to the thioxanthylium core except at the 9-position of the thioxanthyliumsalt (Scheme 1b), and the physical properties of these substituted compounds have
) sulfide (1a) with benzoyl chloride (2a) in the presence of Brønsted acids in chlorobenzene at several temperatures (Table 1). When we used a strong Brønsted acid such as trifluoromethanesulfonic acid (TfOH) at room temperature, the desired thioxanthyliumsalt 3a was obtained with 21% yield while other
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Graphical Abstract
Scheme 1:
The representative synthesis of thioxanthylium salts.