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Title: | Synthetic approaches to multifunctional indenes |
Author: | Mesquida Estévez, Ma. Neus López Pérez, Sara Dinarès Milà, M. Immaculada Alcalde Pais, Ma. Ermitas (María de las Ermitas) |
Keywords: | Síntesi orgànica Compostos organometàl·lics Compostos policíclics Amides Organic synthesis Organometallic compounds Polycyclic compounds Amides |
Issue Date: | 2011 |
Publisher: | Beilstein Institute |
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. |
Note: | Reproducció del document publicat a: https://doi.org/10.3762/bjoc.7.204 |
It is part of: | Beilstein Journal of Organic Chemistry, 2011, vol. 7, p. 1739-1744 |
URI: | http://hdl.handle.net/2445/120566 |
Related resource: | https://doi.org/10.3762/bjoc.7.204 |
ISSN: | 1860-5397 |
Appears in Collections: | Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica) |
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