Tinnagon KeawinShuleewan RajviroongitDavid Stc BlackMahidol UniversityUniversity of New South Wales (UNSW) Australia2018-06-212018-06-212005-01-24Tetrahedron. Vol.61, No.4 (2005), 853-861004040202-s2.0-11144298661https://repository.li.mahidol.ac.th/handle/20.500.14594/16381A range of 3-substituted-4,6-dimethoxyindoles bearing electron-withdrawing groups in either the 2- or 7-position, can be nitrated using nitric acid in acetonitrile, to give 7-nitro and 2-nitro-indoles, respectively. Those without electron-withdrawing groups undergo oxidative dimerisation at C7, if 2,3-disubstituted, and at C2, if N-methylated and unsubstituted at C2. Some 3-substituted-4,6-dimethoxyindoles can be nitrated using nitric acid in acetonitrile, to give 7-nitro and 2-nitro-indoles. Some undergo oxidative dimerisation at C7, if 2,3-disubstituted, and at C2, if N-methylated and unsubstituted at C2. © 2004 Elsevier Ltd. All rights reserved.Mahidol UniversityBiochemistry, Genetics and Molecular BiologyChemistryPharmacology, Toxicology and PharmaceuticsArticleSCOPUS10.1016/j.tet.2004.11.026