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Title: | Synthetic approaches to multifunctional indenes |
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Author: | Mesquida Estévez, Ma. Neus; López Pérez, Sara; Dinarès Milà, M. Immaculada; Alcalde Pais, Ma. Ermitas (María de las Ermitas) |
Other authors: | Universitat de Barcelona |
Abstract: | The synthesis of multifunctional indenes with at least two different functional groups has not yet been extensively explored. Among the plausible synthetic routes to 3,5-disubstituted indenes bearing two different functional groups, such as the [3-(aminoethyl)inden-5-yl)]amines, a reasonable pathway involves the (5-nitro-3-indenyl)acetamides as key intermediates. Although several multistep synthetic approaches can be applied to obtain these advanced intermediates, we describe herein their preparation by an aldol-type reaction between 5-nitroindan-1-ones and the lithium salt of N,N-disubstituted acetamides, followed immediately by dehydration with acid. This classical condensation process, which is neither simple nor trivial despite its apparent directness, permits an efficient entry to a variety of indene-based molecular modules, which could be adapted to a range of functionalized indanones. |
Subject(s): | -Síntesi orgànica -Compostos organometàl·lics -Compostos policíclics -Amides -Organic synthesis -Organometallic compounds -Polycyclic compounds -Amides |
Rights: | cc-by (c) Mesquida Estévez, Ma. Neus et al., 2011
http://creativecommons.org/licenses/by/3.0/es |
Document type: | Article Article - Published version |
Published by: | Beilstein Institute |
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