Addition of Ureas to Arynes: Straightforward Synthesis of Benzodiazepine and Benzodiazocine Derivatives

Abstract

Seven- and eight-membered heterocycles are formed straightforwardly, in modest to high yields in this novel addition reaction of ureas to arynes (see scheme; R=alkoxy, alkyl, aryl). The reaction of a meta-substituted aryne affords the product with perfect regioselectivity, whereas a para-substituted aryne gives a mixture of regioisomers. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2002/2002/z19303_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.