Issue 24, 1997

Aggregative activation in heterocyclic chemistry. Part 5.† Lithiation of pyridine and quinoline with the complex base BuLi·Me2N(CH2)2OLi (BuLi·LiDMAE)

Abstract

It is shown that the complex base BuLi·LiDMAE reacts with pyridine to give metallated species which, after trapping by electrophiles, lead to 2-substituted pyridines in good to excellent yields. The same reactions have been less successfully performed with quinoline.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1997, 3597-3600

Aggregative activation in heterocyclic chemistry. Part 5.† Lithiation of pyridine and quinoline with the complex base BuLi·Me2N(CH2)2OLi (BuLi·LiDMAE)

P. Gros, Y. Fort and P. Caubère, J. Chem. Soc., Perkin Trans. 1, 1997, 3597 DOI: 10.1039/A705027E

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