Issue 18, 2019

Minisci C–H alkylation of N-heteroarenes with aliphatic alcohols via β-scission of alkoxy radical intermediates

Abstract

A Minisci-type C–H alkylation reaction of N-heteroarenes with aliphatic alcohols via β-scission of alkoxy radical intermediates under photoredox-catalyzed conditions was developed. The use of the benziodoxole acetate (BI-OAc) oxidant is critical to achieving high efficiency under mild conditions using a slight excess of an alcohol reactant. Primary, secondary, and tertiary alcohols all are compatible. Reactions of various complex N-heteroarenes including drug molecules and steroid natural products have been demonstrated.

Graphical abstract: Minisci C–H alkylation of N-heteroarenes with aliphatic alcohols via β-scission of alkoxy radical intermediates

Supplementary files

Article information

Article type
Research Article
Submitted
20 六月 2019
Accepted
23 七月 2019
First published
26 七月 2019

Org. Chem. Front., 2019,6, 3205-3209

Minisci C–H alkylation of N-heteroarenes with aliphatic alcohols via β-scission of alkoxy radical intermediates

X. Hu, G. Li, G. He and G. Chen, Org. Chem. Front., 2019, 6, 3205 DOI: 10.1039/C9QO00786E

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements