Iminoiodane- and Brønsted Base-Mediated Cross Dehydrogenative Coupling of Cyclic Ethers with 1,3-Dicarbonyl Compounds

A one-pot, two-step approach to prepare 2-tetrahydrofuran and -pyran substituted 1,3-dicarbonyl compounds by PhI=NTs-mediated amination/Brønsted base-catalyzed cross dehydrogenative coupling (CDC) reaction of the cyclic ether and 1,3-dicarbonyl derivative under mild conditions is reported. The react...

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Detalles Bibliográficos
Autores principales: Tejo, Ciputra, Sim, Xiao Rong, Lee, Bo Ra, Ayers, Benjamin James, Leung, Chung-Hang, Ma, Dik-Lung, Chan, Philip Wai Hong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332110/
https://www.ncbi.nlm.nih.gov/pubmed/26205058
http://dx.doi.org/10.3390/molecules200713336
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author Tejo, Ciputra
Sim, Xiao Rong
Lee, Bo Ra
Ayers, Benjamin James
Leung, Chung-Hang
Ma, Dik-Lung
Chan, Philip Wai Hong
author_facet Tejo, Ciputra
Sim, Xiao Rong
Lee, Bo Ra
Ayers, Benjamin James
Leung, Chung-Hang
Ma, Dik-Lung
Chan, Philip Wai Hong
author_sort Tejo, Ciputra
collection PubMed
description A one-pot, two-step approach to prepare 2-tetrahydrofuran and -pyran substituted 1,3-dicarbonyl compounds by PhI=NTs-mediated amination/Brønsted base-catalyzed cross dehydrogenative coupling (CDC) reaction of the cyclic ether and 1,3-dicarbonyl derivative under mild conditions is reported. The reaction is compatible with a variety of cyclic ethers and 1,3-dicarbonyl compounds, affording the corresponding coupled products in moderate to good yields of up to 80% over two steps.
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spelling pubmed-63321102019-01-24 Iminoiodane- and Brønsted Base-Mediated Cross Dehydrogenative Coupling of Cyclic Ethers with 1,3-Dicarbonyl Compounds Tejo, Ciputra Sim, Xiao Rong Lee, Bo Ra Ayers, Benjamin James Leung, Chung-Hang Ma, Dik-Lung Chan, Philip Wai Hong Molecules Article A one-pot, two-step approach to prepare 2-tetrahydrofuran and -pyran substituted 1,3-dicarbonyl compounds by PhI=NTs-mediated amination/Brønsted base-catalyzed cross dehydrogenative coupling (CDC) reaction of the cyclic ether and 1,3-dicarbonyl derivative under mild conditions is reported. The reaction is compatible with a variety of cyclic ethers and 1,3-dicarbonyl compounds, affording the corresponding coupled products in moderate to good yields of up to 80% over two steps. MDPI 2015-07-22 /pmc/articles/PMC6332110/ /pubmed/26205058 http://dx.doi.org/10.3390/molecules200713336 Text en © 2015 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Tejo, Ciputra
Sim, Xiao Rong
Lee, Bo Ra
Ayers, Benjamin James
Leung, Chung-Hang
Ma, Dik-Lung
Chan, Philip Wai Hong
Iminoiodane- and Brønsted Base-Mediated Cross Dehydrogenative Coupling of Cyclic Ethers with 1,3-Dicarbonyl Compounds
title Iminoiodane- and Brønsted Base-Mediated Cross Dehydrogenative Coupling of Cyclic Ethers with 1,3-Dicarbonyl Compounds
title_full Iminoiodane- and Brønsted Base-Mediated Cross Dehydrogenative Coupling of Cyclic Ethers with 1,3-Dicarbonyl Compounds
title_fullStr Iminoiodane- and Brønsted Base-Mediated Cross Dehydrogenative Coupling of Cyclic Ethers with 1,3-Dicarbonyl Compounds
title_full_unstemmed Iminoiodane- and Brønsted Base-Mediated Cross Dehydrogenative Coupling of Cyclic Ethers with 1,3-Dicarbonyl Compounds
title_short Iminoiodane- and Brønsted Base-Mediated Cross Dehydrogenative Coupling of Cyclic Ethers with 1,3-Dicarbonyl Compounds
title_sort iminoiodane- and brønsted base-mediated cross dehydrogenative coupling of cyclic ethers with 1,3-dicarbonyl compounds
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6332110/
https://www.ncbi.nlm.nih.gov/pubmed/26205058
http://dx.doi.org/10.3390/molecules200713336
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