Herein, a straightforward facile synthesis of indolo[2,3-]quinoline analogues was reported from 2-arylamino(phenylsulfonyl)methylindoles involving PIDA/BF·OEt-mediated intramolecular dehydrogenative coupling (IDC) as a key step. Even though isomeric 3-arylamino(phenylsulfonyl)methylindoles, upon interaction with PIDA/BF·OEt, led to complications, synthesis of the indolo[3,2-]quinoline framework could be easily achieved from -(2-iodoaryl)--indolylmethylbenzenesulfonamide by employing a Pd(0)-mediated intramolecular cyclization reaction. Under identical conditions, synthesis of indolo[2,3-]quinolines was also accomplished from the respective -(2-iodoaryl)--indolylmethylbenzenesulfonamides.
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