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Facile Syntheses of Substituted, Conformationally-Constrained Benzoxazocines and Benzazocines via Sequential Multicomponent Assembly and Cyclization
Authors:Sahn James J  Martin Stephen F
Affiliation:Department of Chemistry and Biochemistry, Texas Institute for Drug and Diagnostic Development, The University of Texas, Austin, TX 78712, USA
Abstract: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.
Keywords:Benzoxazocine   Benzazocine   Multicomponent assembly process   Imine   Cyclization
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