A one-pot double C-H activation palladium catalyzed route to a unique class of highly functionalized thienoisoquinolines

Organic Letters
Nicholas W Y Wong, Pat Forgione

Abstract

The synthesis of a unique class of highly functionalized 3,4-thienoisoquinolines via an efficient palladium-catalyzed one-pot, regioselective double C-H activation is presented. This class of biologically relevant compounds has been prepared in five steps from commercially available starting materials with overall yields ranging from 27 to 62%. A masked carboxylic acid was used to direct C-H activation to the typically less reactive C4 position. Additionally, the carboxylic acid provides a synthetically useful handle for further functionalization.

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Citations

Feb 28, 2014·Chemistry : a European Journal·Jean-Baptiste RouchetChristophe Hoarau
Jan 8, 2013·Chemistry : a European Journal·Stéphane Sévigny, Pat Forgione
May 6, 2015·The Journal of Organic Chemistry·Jean-Baptiste E Y RouchetChristophe Hoarau

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