Facile syntheses of 3-trifluoromethylthio substituted thioflavones and benzothiophenes via the radical cyclization

Publication date: Available online 20 February 2020Source: Chinese Chemical LettersAuthor(s): Lu Wang, Huaiyu Wang, Weidong Meng, Xiu-Hua Xu, Yangen HuangAbstract3-CF3S substituted thioflavones and benzothiophenes were achieved via the reactions of AgSCF3 with methylthiolated alkynones and alkynylthioanisoles, respectively, promoted by persulfate. This protocol possesses good functional group tolerance and high yields. Mechanistic studies suggested that a classic two-step radical process was involved, which includes addition of CF3S radical to triple bond and cyclization with SMe moiety.Graphical abstractAn efficient and practical protocol for preparation of 3-CF3S substituted thioflavones and benzothiophenes was developed. This protocol possesses good functional group tolerance and high yields. Mechanistic studies suggested that a classic two-step radical addition and cyclization process was involved.

Source: Chinese Chemical Letters - February 21, 2020 Category: Chemistry Source Type: research