Nitrogen bridgehead compounds. Part 60. Unusual amination with sodium azide. |
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Authors: | István Bitter Gábor Tóth Áron Szöllősy István Hermecz Zoltán Mészáros |
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Affiliation: | 1. Technical University, Department of Organic Chemistry and Technology, H-1111 Budapest, Hungary;2. NMR Laboratory of the Institute of General and Analytical Chemistry, H-1111 Budapest, Hungary;3. CHINOIN Pharm. and Chem. Works, H-1325 Budapest, P.O. Box 110, Hungary. |
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Abstract: | 9-Bromo-6,7,8,9-tetrahydro-4-pyrido [1,2-]pyrimidin-4-ones react with sodium azide to afford 9-amino-6,7-dihydroanalogues. A mechanism involving a tricyclic tetrazine intermediate formed by neighbouring-group participation is suggested. |
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