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