Mild regioselective halogenation of activated pyridines with N-bromosuccinimide
Regioselective mono and dihalogenations of amino, hydroxy and methoxy pyridines (2-, 3-, and 4-substituted) as well as 2,6-dimethoxy pyridine with N-bromosuccinimide in different solvents have been studied. Reactivity of the substrates decreases in the order amino>hydroxy>methoxy and regioselectivity depends on the position of the substituent (2-substituted > 3-substituted). In most of the cases we obtained monobrominated derivatives regioselectively and in high yields. Hydroxy and amino pyridines can also be dibrominated in almost quantitative yield with 2 equivalents of NBS.
New Synthesis of Orelline by Metalation of Methoxypyridines
A new total synthesis in five steps of alkaloid Orelline is reported.The methodology involves metalation of methoxypyridines to afford 2-halo-3,4-dimethoxypyridine on which an homocoupling reaction is performed to build the 2,2'-bipyridyl structure of the
Trecourt, Francois,Mallet, Marc,Mongin, Olivier,Gervais, Bruno,Queguiner, Guy
p. 8373 - 8380
(2007/10/02)
Synthese de xanthones et thioxanthones a deux noyaux heteroatomiques
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Trecourt, Francois,Queguiner, Guy
p. 912 - 942
(2007/10/02)
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