Synthesis of (<i>Z</i>)‐<i>N</i>‐Alkenylazoles and Pyrroloisoquinolines from α‐<i>N</i>‐Azoleketones through Pd‐Catalyzed Tosylhydrazone Cross‐Couplings

Abstract

Azoles reacting in tandem: The ortho-stereodirecting effect is the key to the stereoselective synthesis of (Z)-N-alkenylazoles I through the tosylhydrazide-mediated Pd-catalyzed cross-coupling reaction of α-N-azoleacetophenones with ortho-substituted aryl halides and nonaflates (see scheme). Additionally, the preorganization of the alkene allowed for the development of an auto-tandem reaction involving an intramolecular CH arylation leading to pyrroloisoquinolines II. As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.