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Iminoiodane- and Bronsted base-mediated cross dehydrogenative coupling of cyclic ethers with 1,3-dicarbonyl compounds.

ABSTRACT: 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.

SUBMITTER: Tejo C

PROVIDER: S-EPMC6332110 | biostudies-literature | 2015 Jul

REPOSITORIES: biostudies-literature

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Iminoiodane- and Brønsted base-mediated cross dehydrogenative coupling of cyclic ethers with 1,3-dicarbonyl compounds.

Tejo Ciputra C Sim Xiao Rong XR Lee Bo Ra BR Ayers Benjamin James BJ Leung Chung-Hang CH Ma Dik-Lung DL Chan Philip Wai Hong PW

Molecules (Basel, Switzerland) 20150722 7

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. ...[more]

PMID: 26205058

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