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Synlett 1998; 1998(6): 590-592
DOI: 10.1055/s-1998-3135
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Direct Formation of α-Dione blocks from o-Benzoquinone Cycloadditions and their Value in the Synthesis of Fused Quinoxalines, 1,10-Phenanthrolines and Pteridines

Ronald N. Warrener* , Martin R. Johnston, Austin C. Schultz, Mirta Golic, Mark A. Houghton, Maxwell J. Gunter
  • *Centre for Molecular Architecture, Central Queensland University, Rockhampton, Queensland, 4702, Australia; Fax + 61(7)49 30 99 17; E-mail: r.warrener@cqu.edu.au
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Publication History

Publication Date:
31 December 2000 (online)

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o-Benzoquinone reacts with norbornadiene to yield a mixture of exo and endo stereoisomeric bridged α-diones which are condensed with vic-diamines (o-phenylenediamines, 5,6-diamino uracil or 5,6-diaminophenanthroline) to produce the corresponding heterocyclic fused-norbornenes; other rod or angled molrac α-dione blocks and heterocycles derived therefrom are described which open new avenues for macrostructure development via block coupling protocols.

condensation - pteridines - 1,10-phenanthrolines - building blocks - cyclobutene epoxides

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