Chemistry Commons^™

Catalytic Carbon–Carbon Bond Activation Of Saturated And Unsaturated Carbonyl Compounds Via Chelate-Assisted Coupling Reaction With Indoles, Nuwan Asanka Pannilawithana, Chae S. Yi

Chemistry Faculty Research and Publications

The chelate assistance strategy was devised to promote a highly regioselective catalytic C–C bond activation reaction of saturated and unsaturated carbonyl compounds. The cationic Ru–H complex 1 was found to be an effective catalyst for mediating the coupling reaction of 1,2-disubstituted indoles with α,β-unsaturated aldehydes and ketones, in which the regioselective C_α–C_β activation of the carbonyl substrates has been achieved in forming the 3-alkylindole products. The analogous coupling reaction of indoles with saturated aldehydes and ketones directly led to the C_α–C_β cleavage of the carbonyl substrates in forming the 3-alkylindole products. The coupling reaction …