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...

Full description

Saved in:
Bibliographic Details
Main Authors: Chan, Philip Wai Hong, Tejo, Ciputra, Sim, Xiao Rong, Lee, Bo Ra, Ayers, Benjamin James, Leung, Chung-Hang, Ma, Dik-Lung
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2015
Online Access:https://hdl.handle.net/10356/103522
http://hdl.handle.net/10220/38771
Tags: Add Tag
No Tags, Be the first to tag this record!
Institution: Nanyang Technological University
Language: English
id sg-ntu-dr.10356-103522
record_format dspace
spelling sg-ntu-dr.10356-1035222023-02-28T19:44:18Z Iminoiodane- and Brønsted Base-Mediated Cross Dehydrogenative Coupling of Cyclic Ethers with 1,3-Dicarbonyl Compounds Chan, Philip Wai Hong Tejo, Ciputra Sim, Xiao Rong Lee, Bo Ra Ayers, Benjamin James Leung, Chung-Hang Ma, Dik-Lung School of Physical and Mathematical Sciences 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. Published version 2015-10-01T07:46:11Z 2019-12-06T21:14:29Z 2015-10-01T07:46:11Z 2019-12-06T21:14:29Z 2015 2015 Journal Article Tejo, C., Sim, X., Lee, B., Ayers, B., Leung, C. H., Ma, D. L., et al. (2015). Iminoiodane- and Brønsted Base-Mediated Cross Dehydrogenative Coupling of Cyclic Ethers with 1,3-Dicarbonyl Compounds. Molecules, 20(7), 13336-13353. 1420-3049 https://hdl.handle.net/10356/103522 http://hdl.handle.net/10220/38771 10.3390/molecules200713336 en Molecules © 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/). application/pdf
institution Nanyang Technological University
building NTU Library
continent Asia
country Singapore
Singapore
content_provider NTU Library
collection DR-NTU
language English
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.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Chan, Philip Wai Hong
Tejo, Ciputra
Sim, Xiao Rong
Lee, Bo Ra
Ayers, Benjamin James
Leung, Chung-Hang
Ma, Dik-Lung
format Article
author Chan, Philip Wai Hong
Tejo, Ciputra
Sim, Xiao Rong
Lee, Bo Ra
Ayers, Benjamin James
Leung, Chung-Hang
Ma, Dik-Lung
spellingShingle Chan, Philip Wai Hong
Tejo, Ciputra
Sim, Xiao Rong
Lee, Bo Ra
Ayers, Benjamin James
Leung, Chung-Hang
Ma, Dik-Lung
Iminoiodane- and Brønsted Base-Mediated Cross Dehydrogenative Coupling of Cyclic Ethers with 1,3-Dicarbonyl Compounds
author_sort Chan, Philip Wai Hong
title 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_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_sort iminoiodane- and brønsted base-mediated cross dehydrogenative coupling of cyclic ethers with 1,3-dicarbonyl compounds
publishDate 2015
url https://hdl.handle.net/10356/103522
http://hdl.handle.net/10220/38771
_version_ 1759855008922206208