Jeremiah Hubbard - Synthesis of fused indoles by sequential palladium-catalyzed Heck reaction and N-heteroannulation

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  Synthesis of   fused indoles by sequential palladium-catalyzed Heck reaction and   N-heteroannulation. Söderberg, Björn   C. G.; Hubbard, Jeremiah W.; Rector, Stacey R.; O’Neil, Shannon   N. Tetrahedron 2005, 61(15),   3637-3649


  A route to 3,4-fused indoles via two consecutive   palladium-catalyzed reactions; an intramolecular Heck reaction   followed by a reductive N-heteroannulation is described.   Using this route, a number of indoles have been prepared having a   variety of ring sizes anchored to the 3- and 4-position of the   indole nucleus. Furthermore, a number of functional groups, both   carbon and heteroatom substituents can be introduced in (and on)   the additional ring without any detrimental effects on the two   reactions.

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