Facile syntheses of substituted, conformationally-constrained benzoxazocines and benzazocines via sequential multicomponent assembly and cyclization

James J Sahn,Stephen F Martin

doi:10.1016/j.tetlet.2011.10.022

Facile syntheses of substituted, conformationally-constrained benzoxazocines and benzazocines via sequential multicomponent assembly and cyclization

James J Sahn, Stephen F Martin

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https://doi.org/10.1016/j.tetlet.2011.10.022

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Journal: Tetrahedron Letters	Publication Date: Oct 15, 2011
Citations: 33

Affiliation: The University of Texas at Austin

#Multicomponent Assembly Process #Intermolecular Arylation + Show 8 more

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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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