Synthesis of 3-hydroxypyridines using ruthenium-catalyzed ring-closing olefin metathesis.
New synthetic routes to substituted 3-hydroxypyridines 6 are presented. Ring-closing olefin metathesis (RCM)/elimination and RCM/oxidation/deprotection of nitrogen-containing dienes 4 are the key processes of the routes. An application of RCM/oxidation/deprotection to the synthesis of 3-aminopyridine 13f is also described.
Yoshida
Kazuhiro
K
Department of Chemistry, Graduate School of Science, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.
Kawagoe
Fumihiro
F
Hayashi
Kazushi
K
Horiuchi
Shingo
S
Imamoto
Tsuneo
T
Yanagisawa
Akira
A
D000475:Alkenes / Q000737:chemistry*; D000631:Aminopyridines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D015394:Molecular Structure; D010084:Oxidation-Reduction; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D012428:Ruthenium / Q000737:chemistry*
D000475:Alkenes; D000631:Aminopyridines; D011725:Pyridines; C014047:hydroxypyridines; C031283:3-aminopyridine; D012428:Ruthenium