101773-64-2Relevant academic research and scientific papers
Aggregative activation in heterocyclic chemistry. Part 4. Metallation of 2-methoxypyridine: Unusual behaviour of the new unimetal superbase BuLi-Me2N(CH2)2OLi (BuLi-LiDMAE)
Gros, Philippe,Fort, Yves,Caubere, Paul
, p. 3071 - 3080 (1997)
A series of potential unimetal superbases BuLi-ROLi has been studied in order to increase the basicity/ nucleophilicity ratio ([B/N]R) of BuLi. The best [B/N]R ratio is found with BuLi-LiDMAE. This complex base apparently metallates 2-methoxypyridine at t
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
Gros, Philippe,Fort, Yves,Caubere, Paul
, p. 1685 - 1689 (2007/10/03)
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.
