1353649-45-2Relevant articles and documents
Iridium-catalyzed addition of aroyl chlorides and aliphatic acid chlorides to terminal alkynes
Iwai, Tomohiro,Fujihara, Tetsuaki,Terao, Jun,Tsuji, Yasushi
supporting information; experimental part, p. 1268 - 1274 (2012/03/12)
Iridium complexes show high catalytic activity in intermolecular additions of acid chlorides to terminal alkynes to afford valuable (Z)-β-chloro- α,β-unsaturated ketones. Ligands in the catalytic system play a crucial role in this reaction. An N-heterocyclic carbene (NHC) is an efficient ligand for the addition of aroyl chlorides, while dicyclohexyl(2-methylphenyl) phosphine (PCy2(o-Tol)) is indispensable for the reaction of aliphatic acid chlorides. The addition reactions proceed regio- and stereoselectively with suppression of decarbonylation and β-hydrogen elimination, which have been two major intrinsic problems in transition-metal-catalyzed reactions. Stoichiometric reactions of active iridium catalysts with aroyl chlorides and aliphatic acid chlorides are carried out to gain insights into the reaction mechanisms.