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Title: | Preparation of tetrahydro-1H-xanthen-1-one and chromen-1-one derivatives via a Morita-Baylis-Hillman/oxa-Michael/elimination cascade |
Author: | Rodrigues, Jr., Manoel T. Santos, Hugo Zeoly, Lucas A. Simoni, Deborah A. Moyano i Baldoire, Albert Coelho, Fernando |
Keywords: | Catàlisi Imidazoles Química de l'aigua Catalysis Imidazoles Water chemistry |
Issue Date: | 21-Feb-2020 |
Publisher: | Michigan Publishing |
Abstract: | The Morita-Baylis-Hillman (MBH) reaction is a carbon-carbon bond forming transformation between an electrophile, typically an aldehyde, and an activated olefin. MBH adducts obtained from 2-hydroxy- benzaldehydes and cyclic enones are potential substrates for the synthesis of xanthenone and chromenone derivatives. In this work, we investigated conditions to obtain tetrahydro-1H-xanthen-1-ones and chromen- 1-ones directly via a Morita-Baylis-Hillman/oxa-Michael/elimination cascade catalyzed by a bifunctional, bicyclic imidazolyl alcohol (BIA), which proved to be an effective catalyst for this transformation. The reactions were performed at room temperature in water to give the products in 10-74 % yield. |
Note: | Reproducció del document publicat a: https://doi.org/10.24820/ark.5550190.p011.133 |
It is part of: | Arkivoc, 2020, vol. 2020, num. part ii, p. 77-88 |
URI: | http://hdl.handle.net/2445/159496 |
Related resource: | https://doi.org/10.24820/ark.5550190.p011.133 |
ISSN: | 1551-7012 |
Appears in Collections: | Articles publicats en revistes (Química Inorgànica i Orgànica) |
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