$alpha$-Methylpyridine유도체1(a∼f)는 n-BuLi과의 반응에서 $alpha$-methylenylpyridinium 염 3(a∼f)을 형성한다. 3(a∼f)와 $Me_3SiCl$ 및 $Me_2SiClCH(SiMe_3)CH_2tBu$반응에서 생성물 4(a∼f) 와 5(a∼f)을 형성한다. 화합물 4(a∼f)에 있는 규소원자와 결합된 methylene기의 수소원자는 화합물 4(a∼f)의 $CH_3$기 보다 n-BuLi과의 반응성이 큰 것으로 확인되었다.
The metallation of $alpha$-methylpyridine 1(a∼f) with n-BuLi produced $alpha-methylenylpyridinium$ salt 3(a∼f) by elimination of butane. The trapping reactions of 3(a∼f) with $Me_3SiCl;and;Me_2SiClCH(SiMe_3)CH_2tBu$ produced only 4(a∼f) and 5(a∼f). The $alpha$-hydrogen atom of silylated methylene group in 4(a∼f) is more reactive than unreacted $CH_3$ of 4(a∼f) itself and 1(a∼f) toward n-BuLi at low temperature in pentane medium.
