Gallium(III)-Promoted Halocyclizations of 1,6-Diynes
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Strom, Kyle R.
Impastato, Anna C.
Moy, Kenneth J.
Landreth, Adrian J. (REU 2014)
Snyder, John K.
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CitationOrg. Lett., 2015, 17, 2126-2129
Cyclization 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.
Adrian Landreth was an REU student, summer 2014