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

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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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
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Institution: Nanyang Technological University
Language: English
Description
Summary: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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