In(OTf)3-Catalyzed Tandem Nucleophilic Addition and Cyclization of ortho-Alkynylarylaldimines to 1,2-Dihydroisoquinolines


  • This work was supported by grants from 21st Century COE Program “Knowledge Information Infrastructure for Genome Sciences” and Grant-in-Aid for Scientific Research on Priority Areas from MEXT (17035043), and JSPS. KAKENHI (16390006). S.O. thanks the JSPS for a Fellowship. OTf=trifluoromethanesulfonate.


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Multitasking catalyst: 1,2-Dihydroisoquinoline derivatives are prepared in good yields by an In(OTf)3-catalyzed tandem annulation reaction. The catalyst activates both the imine and alkyne to the addition of various nucleophiles and the subsequent intramolecular cyclization (see picture; OTf=trifluoromethanesulfonate).