- Aggregative activation in heterocyclic chemistry. Part 6. A surprising NH3 effect during metallation of 2-methoxypyridine with a multimetal complex base: C-3 versus C-6 metallation
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The new bimetallic complex base prepared from Me2N(CH2)2OH (DMAE), NaNH2 and BuLi has been found to exhibit a particular behaviour. Thus, the presence of ammonia in these basic aggregates induces the C-3 metallation of 2-methoxypyridine while the base obtained from DMAE, NaH and BuLi promoted, like BuLi-DMAELi, metallation at the C-6 position. A reaction profile showed that both metallated species can be obtained by removing and adding ammonia respectively.
- Gros, Philippe,Fort, Yves,Caubere, Paul
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p. 1685 - 1689
(2007/10/03)
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