Synthesis of 1-Alkyl-3-(2-oxo-2-aryl/alkyl-ethyl)indolin-2-ones through Gold/Bronsted Acid Relay Actions: Observation of Selective C=C Bond Cleavage of Enaminones
A novel gold(I)/Bronsted acid sequential catalyzed/promoted procedure to synthesize 1-alkyl-3-(2-oxo-2-aryl/alkyl-ethyl)indolin-2-ones under mild reaction conditions is developed. This methodology is realized by relay actions of gold and a Bronsted acid in a one-pot multistep manner. The gold(I)-catalyzed chemoselective C(sp 2)-H functionalization of enaminones and Bronsted acid promoted cleavage of the C=C bond are integrated effectively. Based on the results of control experiments and ESI-MS analysis, a possible reaction mechanism is proposed.
Synthesis of enaminones by rhodium-catalyzed denitrogenative rearrangement of 1-(N -Sulfonyl-1,2,3-triazol-4-yl)alkanols
Enaminones are synthesized by the rhodium(II)-catalyzed denitrogenative rearrangement reaction of 1-(N-sulfonyl-1,2,3-triazol-4-yl)alkanols, which are readily prepared from propargylic alcohols and N-sulfonyl azides. Intramolecular 1,2-hydride (or -alkyl)