期刊
TETRAHEDRON
卷 57, 期 6, 页码 975-979出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4020(00)01063-2
关键词
indoles; lithiation; regioselection; substitution
1-(2,2-Diethylbutanoyl)indole (1) can be lithiated regioselectively at C-3 by treatment with sec-BuLi-PMDTA in hexane at -78 degreesC, In contrast, 1 is lithiated at C-2 with sec-BuLi-tert-BuOK in THF at -78 degreesC. The generated C-3 and C-2 lithio species were trapped with a variety of electrophiles to give the corresponding substitution products. (C) 2001 Elsevier Science Ltd. All rights reserved.
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