Issue 5, 2022

A visible light-mediated three-component strategy based on the ring-opening of cyclic ethers with aryldiazoacetates and nucleophiles

Abstract

A blue light-promoted reaction between aryldiazoacetates and different nucleophiles has been developed in the presence of THF (and other cyclic ethers) as the solvent, allowing the incorporation of these three elements into a single product. Formally, this transformation represents an O–H insertion strategy of more complex alcohols into aryldiazoesters, without the need of pre-assembling them. The method is mild and efficient and proceeds in the absence of metals, generally at room temperature.

Graphical abstract: A visible light-mediated three-component strategy based on the ring-opening of cyclic ethers with aryldiazoacetates and nucleophiles

Supplementary files

Article information

Article type
Research Article
Submitted
28 Nov 2021
Accepted
15 Jan 2022
First published
17 Jan 2022

Org. Chem. Front., 2022,9, 1321-1326

A visible light-mediated three-component strategy based on the ring-opening of cyclic ethers with aryldiazoacetates and nucleophiles

M. L. Stivanin, R. D. C. Gallo, J. P. M. Spadeto, R. A. Cormanich and I. D. Jurberg, Org. Chem. Front., 2022, 9, 1321 DOI: 10.1039/D1QO01780B

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