Iridium-Catalyzed Addition of Aroyl Chlorides and Aliphatic Acid Chlorides to Terminal Alkynes
Tomohiro Iwai, Tetsuaki Fujihara, Jun Terao and Yasushi Tsuji*
*Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan, Email: ytsujiscl.kyoto-u.ac.jp
T. Miura, T. Biyajima, T. Fujii, M. Murakami, J. Am. Chem. Soc., 2012, 134, 194-196.
DOI: 10.1021/ja209679c (free Supporting Information)
Iridium complexes show high catalytic activity in regio- and stereoselective intermolecular additions of acid chlorides to terminal alkynes to afford valuable (Z)-β-chloro-α,β-unsaturated ketones. Whereas a N-heterocyclic carbene (NHC) is an efficient ligand for the addition of aroyl chlorides, dicyclohexyl(2-methylphenyl)phosphine (PCy2(o-Tol)) enables the reaction of aliphatic acid chlorides.
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