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Chiral Rh(III)-Catalyzed Enantioselective Intramolecular Hydroarylation of Enaminone
Dontukurti Raj Kishore1, Pazhamalai Anbarasan1
1Department of Chemistry, Indian Institute of Technology Madras, Chennai600036, India.
Abstract:
An enaminone has been utilized as a coupling partner in the chiral cyclopentadienyl rhodium(III)-catalyzed enantioselective synthesis of tetrahydro-β-carboline derivatives in high yield and enantioselectivity via an intramolecular hydroarylation reaction of enaminone-tethered indole derivatives. The reaction works under mild conditions with low catalyst/additive loading, demonstrates broad functional group tolerance, and offers excellent stereoselectivity independent of the enaminone's stereochemistry. Synthetic application, preliminary mechanistic investigation, and a plausible mechanism have also been revealed.
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