Synthesis of pyridine and 2,2′-bipyridine derivatives from the aza Diels-Alder reaction of substituted 1,2,4-triazines |
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| Authors: | Stephen P Stanforth Brian Tarbit |
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| Institution: | a Department of Chemical and Life Sciences, School of Applied Sciences, University of Northumbria, Newcastle upon Tyne NE1 8ST, UK
b Seal Sands Chemicals Ltd., Seal Sands Road, Seal Sands, Middlesbrough TS2 1UB, UK |
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| Abstract: | Amidrazone 1a and the tricarbonyl derivatives 2b-d reacted in boiling ethanol in the presence of 2,5-norbornadiene 5 giving the pyridine derivatives 6b-d respectively (59-72%) and in the presence of 2,3-dihydrofuran 7 yielding the lactones 10b-d (39-44%). The 2,2′-bipyridine derivatives 6e-g were similarly obtained in good yield (81-87%) from the reaction of amidrazone 1b and tricarbonyl derivatives 2b-d in the presence of 2,5-norbornadiene 5. |
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| Keywords: | Pyridines 2 2&prime -Bipyridines Aza Diels-Alder reaction 1 2 4-Triazines |
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