Gallium(III)-Promoted Halocyclizations of 1,6-Diynes

Adrian Landreth was an REU student, summer 2014Cyclization of 1,6-diynes promoted by stoichiometric Ga(III) halides produces vinyl halides in good to excellent yields. Under acidic conditions, initially formed iodocyclization products undergo in situ Friedel-Crafts cyclizations, giving access to iodo-indenopyridines. The application of the vinyl halides in cross-coupling reactions has been explored, and mechanistic aspects of the cyclization are discussed.HIGMS CMLD Initiative (P50 GM067041) NSF REU - Adrian Landreth support (CHE 1156666) NSF - NMR purchase (CHE 0619339) NSF - HRMS purchase (CHE0443618