Issue 11, 2019

Catalyst-free amination of α-cyanoarylacetates enabled by single-electron transfer

Abstract

A radical benzylic amination of α-cyanoarylacetates without the assistance of any transition-metal catalysts or external photosensitizers was realized. This protocol is operationally simple, mild and of high efficiency. The products could be easily transformed to useful vicinal diamines and α-amino amides. DFT calculations revealed the origin of benzylic rather than aromatic amination regioselectivity in the present reaction.

Graphical abstract: Catalyst-free amination of α-cyanoarylacetates enabled by single-electron transfer

Supplementary files

Article information

Article type
Research Article
Submitted
08 Mar 2019
Accepted
12 Apr 2019
First published
16 Apr 2019

Org. Chem. Front., 2019,6, 1900-1904

Catalyst-free amination of α-cyanoarylacetates enabled by single-electron transfer

W. Zhang, H. Zheng, Y. Liu, A. Yu, C. Yang, X. Li and J. Cheng, Org. Chem. Front., 2019, 6, 1900 DOI: 10.1039/C9QO00346K

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