199863-66-6Relevant academic research and scientific papers
Intermolecular Photocatalytic C-H Functionalization of Electron-Rich Heterocycles with Tertiary Alkyl Halides
Swift, Elizabeth C.,Williams, Theresa M.,Stephenson, Corey R. J.
, p. 754 - 758 (2016)
The coupling of tertiary alkyl halides with electron-rich arenes is promoted by visible-light photoredox catalysis. Tris[2-phenylpyridinato-C2,N]iridium(III) [Ir(ppy)3] was the optimal catalyst, enabling direct reduction of the halide from the excited state, and thereby eliminating the requirement for a stoichiometric electron donor. High yields were obtained when the aromatic component was used in excess, although equimolar amounts afforded only slightly diminished yields. The reaction tolerates a number of functional groups, including allyl, ester, amide, or carbamate. The efficiency of this reaction has been improved through demonstration of scale-up in flow, and a new substituted Ir(ppy)3 derivative was isolated and characterized.
