Dihaloiodoarenes in the α,α-dihalogenation of carbonyl compounds
Dr. Graham Murphy
Thursday, October 23, 2014
EIT-2053 (Main Link Room)
Abstract: Significant growth in the use of hypervalent iodine reagents has occurred over the last couple decade as a result of recently developed ligand transfer strategies. Due to hypervalent iodine’s ease of transferring a broad range of carbon- and heteroatom-based ligands to nucleophilic substrates, methods for effecting vicinal a,b-difunctionalization have been widely reported in the literature. We have recently reported a complementary Lewis acid- or base-catalyzed method for effecting geminal a-carbonyl dihalogenation reactions. The process is rapid, operationally facile and typically high yielding. Most importantly, it employs inexpensive mineral acids as the source of halogen, and circumvents the use of reagents like Cl2, F2 or expensive electrophilic halogen sources. This talk will highlight our recent results in, and progress towards expanding, our chlorination and fluorination strategies.