title: Photochemically induced radical alkynylation of C(sp3)-H bonds.
abstract: A general strategy for photochemical alkynylation of unreactive C(sp(3))-H bonds has been developed. After C-H abstraction by the photo-excited benzophenone, a two-carbon unit was efficiently transferred to the generated radical from 1-tosyl-2-(trimethylsilyl)acetylene to afford the alkynylated product. The present reaction enables construction of various tri- and tetra-substituted carbons from heteroatom-substituted methylenes, methines and alkanes in a highly chemoselective fashion, and would serve as a new synthetic strategy for rapid construction of complex structures.
authors.affiliation: Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
authors.forename: Tamaki
authors.initials: T
authors.lastname: Hoshikawa
authors.forename: Shin
authors.initials: S
authors.lastname: Kamijo
authors.forename: Masayuki
authors.initials: M
authors.lastname: Inoue
mesh_terms: D001577:Benzophenones / Q000737:chemistry*; D005609:Free Radicals / Q000737:chemistry; D006860:Hydrogen Bonding; D015394:Molecular Structure; D055668:Photochemical Processes; D014297:Trimethylsilyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001577:Benzophenones; D005609:Free Radicals; D014297:Trimethylsilyl Compounds