27296-76-0Relevant articles and documents
Ring-closing metathesis for the synthesis of heteroaromatics: evaluating routes to pyridines and pyridazines
Donohoe, Timothy J.,Bower, John F.,Basutto, José A.,Fishlock, Lisa P.,Procopiou, Panayiotis A.,Callens, Cedric K.A.
scheme or table, p. 8969 - 8980 (2009/12/26)
Ring-closing olefin metathesis (RCM) has been applied to the efficient synthesis of densely and diversely substituted pyridine and pyridazine frameworks. Routes to suitable metathesis precursors have been investigated and the scope of the metathesis step has been probed. The metathesis products function as precursors to the target heteroaromatic structures via elimination of a suitable leaving group, which also facilitates earlier steps by serving as a protecting group at nitrogen. Further functionalisation of the metathesis products is possible both prior to and after aromatisation. The net result is a powerful strategy for the de novo synthesis of highly substituted heteroaromatic scaffolds.
Synthesis of 3-hydroxypyridines using ruthenium-catalyzed ring-closing olefin metathesis
Yoshida, Kazuhiro,Kawagoe, Fumihiro,Hayashi, Kazushi,Horiuchi, Shingo,Imamoto, Tsuneo,Yanagisawa, Akira
supporting information; experimental part, p. 515 - 518 (2009/07/10)
(Chemical Equation Presented) 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
Synthesis and Antitumor Activity of 3- and 5-Hydroxy-4-methylpyridibe-2-carboxaldehyde Thiosemicarbazones
Wang, Yuqiang,Liu, Mao-Chin,Lin, Tai-Shun,Sartorelli, Alan C.
, p. 3667 - 3671 (2007/10/02)
To develop an α-(N)-heterocyclic carboxaldehyde thiosemicarbazone with clinical utility as an anticancer agent, two analogues, 3-hydroxy-4-methylpyridine-2-carboxaldehyde thiosemicarbazone (3-HMP) and 5-hydroxy-4-methylpyridine-2-carboxaldehyde thiosemicarbazone (5-HMP), of 5-hydroxypyridine-2-carboxaldehyde thiosemicarbazone (5-HP) have been designed and synthesized by two different methods. 3-HMP and 5-HMP both showed better antitumor activity than their respective parent compounds, 3-hydroxypyridine-2-carboxaldehyde thiosemicarbazone and 5-HP, in mice bearing the L1210 leukemia.