Article ID Journal Published Year Pages File Type
5213981 Tetrahedron 2016 6 Pages PDF
Abstract

Lithium aluminium hyride was used as a reducing agent to prepare a range of 2-hydroxymethyldimethoxyindole derivatives from the related methyl esters. Acid-catalysed reactions of these indole-2-methanols yielded indolo-cyclotriveratrylenes linked through C-2 and C-3. The related indole-2-carbaldehydes were prepared via oxidation of the indole-2-methanols in the presence of manganese dioxide. Vilsmeier formylation was explored to prepare new formylated indole-2-carbaldehydes. Furthermore, the treatment of indole-2-carbaldehydes with nitromethane led to the formation of 2-nitrovinylindoles.

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Physical Sciences and Engineering Chemistry Organic Chemistry
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