Abstract
| - We report the novel synthesis of various highlyfunctionalized 3-arylaminomethyl indoles. This syntheticapproach makes use of the directing ability of a bulky tert-butyldimethylsilyl-protecting group, which directs the condensation of an array of aromatic tosylaldimines specificallyinto the 3-position of the indole nucleus. The reactions, whichoccur under relatively mild conditions, afford the desiredproducts in moderate yields. Prior to selective cleavage ofthe protecting group, the functionalized protected indolesalso serve as attractive substrates for many future organictransformations.
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