کد مقاله | کد نشریه | سال انتشار | مقاله انگلیسی | نسخه تمام متن |
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1315493 | 976034 | 2008 | 8 صفحه PDF | دانلود رایگان |
The regiochemistry of nucleophilic substitution of 4-bromo-2,3,5,6-tetrafluoropyridine has been investigated. Efficient, regioselective reactions occur with alkylamine, benzylamine and alkoxide nucleophiles, yielding products where substitution occurs ortho to the ring nitrogen. The resulting 2-substituted-4-bromo-3,5,6-trifluoropyridines can be functionalised further, either by a second regioselective nucleophilic displacement or palladium catalysed elaboration at the 4-position. Reactions with aromatic N-nucleophiles yield mixtures of ortho- and para-substituted products.
The regiochemistry of sequential nucleophilic substitution and palladium catalysed Suzuki–Miyaura reactions of 4-bromo-2,3,5,6-tetrafluoropyridine has been investigated. Figure optionsDownload as PowerPoint slide
Journal: Journal of Fluorine Chemistry - Volume 129, Issue 5, May 2008, Pages 447–454