Regioselective three-component reaction of pyridine N-oxides, acyl chlorides, and cyclic ethers

Jones, D. Heulyn, Kay, Steven T., McLellan, Jayde A., Kennedy, Alan R. and Tomkinson, Nicholas C. O. 2017. Regioselective three-component reaction of pyridine N-oxides, acyl chlorides, and cyclic ethers. Organic Letters 19 (13) , pp. 3512-3515. 10.1021/acs.orglett.7b01481

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Abstract

A novel three-component reaction of pyridine N-oxides, acyl chlorides, and cyclic ethers is described. Treatment of an electron-deficient pyridine N-oxide with an acyl chloride in the presence of a cyclic ether at 25–50 °C leads to a substituted pyridine as a single regioisomer in up to 58% isolated yield. Isotopic-labeling experiments and substrate scope support the reaction proceeding through a carbene intermediate.

Item Type:	Article
Date Type:	Publication
Status:	Published
Schools:	Biosciences
Publisher:	American Chemical Society
ISSN:	1523-7060
Last Modified:	11 Dec 2019 15:15
URI:	https://orca.cardiff.ac.uk/id/eprint/126913

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