Bisallyl and bismethallyl derivatives of 2,3-dihydroxypyridine |
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| Authors: | Bruce B. Jarvis Catherine B. Anderson |
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| Affiliation: | Department of Chemistry, University of Maryland, College Park, Maryland 20742 |
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| Abstract: | 2,3-Dihyroxypyridine has been dialkylated with allyl bromide and methallyl chloride to give 1-allyl-3-allyloxy-2-pyridone ( 2 ) and 1-methallyl-3-methallyloxy-2-pyridone ( 3 ), respectively. These compounds readily undergo a Claisen rearrangement at 163° to give the bis-1,4-allyl-3-hydroxy-2-pyridone isomers, 4 and 5 , respectively. 2,3-Bisallyloxypyridine ( 8 ) and 2,3-bismethallyloxypyridine ( 9 ) were synthesized from 2-chloro-3-hydroxypyridine. |
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