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6. Palladium-catalyzed syntheses of indoles, pyrroloindoles, quinolines; a base-mediated formation of N-alkoxyindoles, and progress toward the first total synthesis of Echinosulfone A.

Author

Banini, Serge R

Abstract

A variety of heterocyclic compounds including indoles, quinolines, and pyrroloindoles has been synthesized. The key step in these alkaloids' syntheses is a palladium-catalyzed reductive N-heteroannulation previously discovered in our laboratory. The ultimate reducing agent in these palladium-catalyzed cyclizations is carbon monoxide. Furthermore, a base-mediated formation of 2-unsubstituted N-alkoxyindoles is described from readily available nitrostyrenes. Finally, progress towards the first total synthesis of the highly bioactive Echinosulfone A is reported.

Published
2008

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