LITHIATION OF 1-ALKOXYINDOLE DERIVATIVES

Lithiation of 1-alkoxyindoles, 3-dimethylaminomethyl- and 3-dimethylaminoethyl-1-methoxyindole occurred regioselectively at the 2-position. The introduction of a sterically bulky group into the 2-position of 3-dimethylaminomethyl-1-methoxyindoles directed the lithiation to the 4-position.

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Published inHeterocycles Vol. 97; no. 2; pp. 968 - 997
Main Authors Nakagawa (Goto), Kyoko, Kobayashi, Tetsuya, Kawasaki, Toshiya, Somei, Masanori
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 01.09.2018
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
1-HYDROXYINDOLE DERIVATIVES
LESPEDAMINE
SHORT STEP SYNTHESIS
SYNTHETIC METHOD
CHEMISTRY
INDOLES
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Abstract Lithiation of 1-alkoxyindoles, 3-dimethylaminomethyl- and 3-dimethylaminoethyl-1-methoxyindole occurred regioselectively at the 2-position. The introduction of a sterically bulky group into the 2-position of 3-dimethylaminomethyl-1-methoxyindoles directed the lithiation to the 4-position.
AbstractList Lithiation of 1-alkoxyindoles, 3-dimethylaminomethyl- and 3-dimethylaminoethyl-1-methoxyindole occurred regioselectively at the 2-position. The introduction of a sterically bulky group into the 2-position of 3-dimethylaminomethyl-1-methoxyindoles directed the lithiation to the 4-position.
Author Nakagawa (Goto), Kyoko
Kobayashi, Tetsuya
Somei, Masanori
Kawasaki, Toshiya
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10.3987/REV-10-SR(E)5
10.1007/s12565-013-0208-8
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Keywords 1-HYDROXYINDOLE DERIVATIVES
LESPEDAMINE
SHORT STEP SYNTHESIS
SYNTHETIC METHOD
CHEMISTRY
INDOLES
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