| Abstract
| - TMSCH2Li and TMSCH2Li−LiDMAE have been usedefficiently for bromine−lithium exchange in 2-bromo-,3-bromo-, and 2,5-dibromopyridines under noncryogenicconditions, while low temperatures (−78 to −100 °C) arealways needed with n-BuLi. The aminoalkoxide LiDMAEinduced a remarkable C-2 selectivity with 2,5-dibromopyridines in toluene at 0 °C, which was unprecedented at sucha temperature. The lithiopyridines were successfully reactedwith electrophiles also under noncryogenic conditions givingthe expected adducts in good yields.
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