Bingul, MuratKumar, NareshBlack, David StC2024-04-242024-04-2420160040-4020https://doi.org/10.1016/j.tet.2015.11.038https://hdl.handle.net/11468/16089Lithium 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. (C) 2015 Elsevier Ltd. All rights reserved.eninfo:eu-repo/semantics/closedAccess2-HydroxydimethoxyindolesReductionOxidationIndolo-Cyclotriveratrylene2-NitrovinylindoleArticle721234239WOS:0003672763000262-s2.0-8494962552810.1016/j.tet.2015.11.038Q3Q2