INTRODUCTION OF NUCLEOPHILES OR ETHYL GROUP TO THE INDOLE NUCLEUS THROUGH NUCLEOPHILIC SUBSTITUTION AND/OR RADICAL REACTIONS OF 1-METHOXYINDOLE-3- AND -2-CARBOXALDEHYDE
1-Methoxyindole-3- and -2-carboxaldehyde were found to undergo nucleophilic substitution and radical reactions resulting in the introduction of nucleophiles and/or ethyl group at the 2- or 3-position.
PREPARATION OF 1-HYDROXYINDOLE DERIVATIVES AND A NEW ROUTE TO 2-SUBSTITUTED INDOLES
An easy handling method of 1-hydroxyindole is developed.Based on the method, preparation and reaction of 1-hydroxyindole derivatives are investigated.A new regioselective lithiation of 1-methoxyindole and its application for the synthesis of 2-substituted indoles are also reported.
A NEW CARBON-CARBON BOND FORMING REACTION IN INDOLE CHEMISTRY. C3-ARYLATION AND ALKYLATION WITH PHENYL (β-INDOLYL)IODONIUM TRIFLUOROACETATE
Phenyl(β-indolyl)iodonium trifuoroacetate was reacted with various alkyl and aryllithiums (CH3, n-C4H9, C3H5, C6H5) in BF3Et2O/THF to yield C3-alkylation and arylation of the indole nucleus with reductive elimination of iodobenzene.
Moriarty, Robert M.,Ku, Y. Y.,Sultana, M.,Tuncay, Atilla
p. 3071 - 3074
(2007/10/02)
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