The Journal of Organic Chemistry

Lithiation of heterocycles directed by. alpha.-amino alkoxides

DL Comins, MO Killpack

文献索引：Comins, Daniel L.; Killpack, Michael O. Journal of Organic Chemistry, 1987 , vol. 52, # 1 p. 104 - 109

被引用次数: 98

摘要

The addition of heterocyclic aromatic aldehydes to certain lithium dialkylamides gave a- amino alkoxides that were ring-lithiated with butyllithium. Alkylation and hydrolysis provided ring-substituted heterocyclic aromatic aldehydes via a one-pot reaction. The metalation of a- amino alkoxides derived from thiophenecarboxaldehydes, furaldehydes, N- methylpyrrolecarboxaldehydes, and indolecarboxaldehydes was examined. The ...