T. Fukuda, Yuka Mine, M. Iwao
Feb 4, 2001
Citations
0
Influential Citations
23
Citations
Journal
Tetrahedron
Abstract
Abstract 1-(2,2-Diethylbutanoyl)indole (1) can be lithiated regioselectively at C-3 by treatment with sec-BuLi–PMDTA in hexane at −78°C. In contrast, 1 is lithiated at C-2 with sec-BuLi–tert-BuOK in THF at −78°C. The generated C-3 and C-2 lithio species were trapped with a variety of electrophiles to give the corresponding substitution products.