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The ratio of 3a to 4a in all cases is close to the expected ratio for sequential formation of 4a from 3a, taking into account that 3a has only one potential coupling site whereas 1a has two. From this it can be concluded that 1a and 3a have the same reactivity toward C-H activation and no product inhibition is taking place.
-
The ratio of 3a to 4a in all cases is close to the expected ratio for sequential formation of 4a from 3a, taking into account that 3a has only one potential coupling site whereas 1a has two. From this it can be concluded that 1a and 3a have the same reactivity toward C-H activation and no product inhibition is taking place.
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The pyridone probably derives from nucleophilic attack of the pyridine N -oxide on the bromopyridine and subsequent rearrangement; cf.;, Depending on the conditions, the pyridone was formed as the main product (65% from pyridine N -oxide, 89% from 4- tert -butylpyridine N -oxide). For details see Supporting Information.
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