title: Expeditious trifluoromethylthiolation and trifluoromethylselenolation of alkynyl(phenyl)iodoniums by [XCF3]-(X = S, Se) anions.
abstract: Trifluoromethylthiolation and trifluoromethylselenolation of alkynyl(phenyl)iodonium tosylates by [XCF3]-(X = S, Se) ions was accomplished in 5-10 minutes at room temperature under a N2atmosphere and provided a variety of alkynyl trifluoromethyl sulfides and selenides in good yields. Compared to the known methods, this approach has several advantages such as short reaction times and metal- and additive-free conditions without needing excess [Me4N][XCF3] reagents. Moreover, the less efficient reactions of (phenylethynyl)benziodoxol(on)e with [Me4N][XCF3] under the standard conditions demonstrate that acyclic alkynyl(phenyl)iodoniums are more powerful alkynyl sources in the conversion. This protocol allows for a fast and convenient access to numerous alkynyl trifluoromethyl sulfides and selenides.
authors.affiliation: School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan, 430070, China. cpzhang@whut.edu.cn zhangchengpan1982@hotmail.com.
authors.forename: Wan-Yin
authors.initials: WY
authors.lastname: Fang
authors.affiliation: School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan, 430070, China. cpzhang@whut.edu.cn zhangchengpan1982@hotmail.com.
authors.forename: Tao
authors.initials: T
authors.lastname: Dong
authors.affiliation: School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan, 430070, China. cpzhang@whut.edu.cn zhangchengpan1982@hotmail.com.
authors.forename: Jia-Bin
authors.initials: JB
authors.lastname: Han
authors.affiliation: School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan, 430070, China. cpzhang@whut.edu.cn zhangchengpan1982@hotmail.com.
authors.forename: Gao-Feng
authors.initials: GF
authors.lastname: Zha
authors.affiliation: School of Chemistry, Chemical Engineering and Life Science, Wuhan University of Technology, 205 Luoshi Road, Wuhan, 430070, China. cpzhang@whut.edu.cn zhangchengpan1982@hotmail.com.
authors.forename: Cheng-Pan
authors.initials: CP
authors.lastname: Zhang