Cascade hydroarylation/Diels–Alder cycloaddition of alkynylindoles with electron-deficient alkynes and alkenes

Abstract

A novel cascade gold(i)-catalyzed hydroarylation of alkynylindoles and subsequent Diels–Alder cycloaddition with electron-deficient alkynes and alkenes is reported herein.

TMSOTf-Promoted Cyclization of Indole-2-methyl-α-aminoketones: Access to 4-Aryl-Substituted β-Carbolines

“…However, it has a diastereoselectivity issue to overcome, when an unsymmetric internal alkyne was used. As a part of our ongoing interest in efficient syntheses of polycyclic aza-hetereocyclic compounds from indole derivatives, we have already developed two strategies to construct azepino-fused carbozoles by gold­(I) and palladium­(II) catalysis, respectively . Herein, we want to report a metal-free TMSOTf-promoted cyclization reaction of indole-2-methyl-α-aminoketones to prepare various 4-aryl-substituted β-carbolines.…”