Facile Syntheses of Substituted, Conformationally-Constrained Benzoxazocines and Benzazocines via Sequential Multicomponent Assembly and Cyclization.
A multicomponent assembly process (MCAP) was utilized to prepare versatile intermediates that are suitably functionalized for subsequent cyclizations via Ullmann and Heck reactions to efficiently construct substituted 2,6-methanobenzo[b][1,5]oxazocines and 1,6-methanobenzo[c]azocines, respectively. The intramolecular Ullmann cyclization was conducted in tandem with an intermolecular arylation that enabled the rapid syntheses of a number of O-functionalized methanobenzoxazocines.
Department of Chemistry and Biochemistry and Texas Institute for Drug and Diagnostic Development, The University of Texas, Austin, TX, 78712, USA.
James J
JJ
Sahn
Stephen F
SF
Martin