New reactivity patterns in activated indoles with 2-methyl substituents
AW Jones, TD Wahyuningsih, K Pchalek, N Kumar…
Index: Jones, Ashley W.; Wahyuningsih, Tutik Dwi; Pchalek, Karin; Kumar, Naresh; Black, David StC. Tetrahedron, 2005 , vol. 61, # 44 p. 10490 - 10500
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Citation Number: 18
Abstract
The synthesis and reactive properties of two new 3-aryl-2-methyl-4, 6-dimethoxyindoles are reported. These compounds show typical electrophilic substitution and addition reactions at C7, but not oxidative dimerisation because of the reactivity of the 2-methyl group. This methyl group can be effectively oxidised to a carbaldehyde by selenium dioxide, but formation of 7, 7′-diindolylselenides also occurs.
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