RT info:eu-repo/semantics/article T1 Approaches to the Synthesis of 2,3-Dihaloanilines. Useful Precursors of 4-Functionalized-1H-indoles§ A1 Guilarte Moreno, Verónica A1 Castroviejo Fernández, Mª Pilar A1 García García, Patricia A1 Fernández Rodríguez, Manuel A. A1 Sanz Díez, Roberto K1 Química orgánica K1 Chemistry, Organic AB 2,3-Dihaloanilines have been proved as usefulstarting materials for synthesizing 4-halo-1H-indoles. Subsequentor in situ functionalization of the prepared haloindolesallows the access to a wide variety of 2,4- or 2,3,4-regioselectivelyfunctionalized indoles in good overall yields. As noefficient synthetic routes to 2,3-dihaloanilines have been describedin the literature, different approaches to the preparationof these 1,2,3-functionalized aromatic precursors are nowpresented. The most general one involves a Smiles rearrangementfrom the corresponding 2,3-dihalophenols and allows the preparation of 2,3-dihaloanilides in a straightforward andsynthetically useful manner. PB American Chemical Society SN 0022-3263 YR 2011 FD 2011-03 LK http://hdl.handle.net/10259/3913 UL http://hdl.handle.net/10259/3913 LA eng NO Ministerio de Ciencia e Innovacion (MICINN) and FEDER (CTQ2010-15358) and Junta de Castilla y Leon (BU021A09 and GR-172) for financial support. V.G. thanks Ministerio de Educacion y Ciencia for a MEC-FPU predoctoral fellowship. P.G.-G. and M.A.F.-R. thank MICINN for "Juan de la Cierva" and "Ramon y Cajal" contracts. DS Repositorio Institucional de la Universidad de Burgos RD 29-mar-2024