Synthesis of 1,3,4‐Trisubstituted Isoquinolines by Iodine‐Mediated Electrophilic Cyclization of 2‐Alkynyl Benzyl Azides

Abstract

The I's have it: A series of 2-alkynyl benzyl azides have been smoothly converted into 1,3,4-trisubstituted isoquinolines in moderate to excellent yields by an iodonium-mediated synthesis (see scheme). Depending on the structure of the substrate, iodine, Barluenga reagent (Py2IBF4/HBF4), or N-iodosuccinimide has been employed as the I+ source. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2007/z701392_s.pdf or from the author. 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.