Issue 32, 2024
From the journal:

Chemical Communications

A radical 1,4-aryl migration enables nickel-catalysed remote cross-electrophile coupling of β-bromo amino acid esters with vinyl triflates†

Yin-Ling Liu,‡a   Jian Liu,‡a   Xin-Yu Li,a   Peng He,a   Yu-Xuan Liu,a   Mei Xianga  and  Shi Tang ORCID logo *a  

* Corresponding authors

a College of Chemistry and Chemical Engineering, Jishou University, Jishou 416000, China
E-mail: stang@jsu.edu.cn

Abstract

A radical 1,4-aryl migration enabling a cross-electrophile coupling reaction toward remote transalkylation of N-benzyl alanine has been developed. In this strategy, with the occurrence of a radical-mediated Turce-Smiles rearrangement, key α-aminoalkyl radicals are generated. The as-formed α-aminoalkyl radical serves as a robust coupling partner for cross-electrophilic coupling with vinyl triflates, affording a series of olefin-tethered amino acid motifs.

Graphical abstract: A radical 1,4-aryl migration enables nickel-catalysed remote cross-electrophile coupling of β-bromo amino acid esters with vinyl triflates

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/D4CC00627E
Article type
Communication
Submitted
07 Feb 2024
Accepted
14 Mar 2024
First published
15 Mar 2024

Chem. Commun., 2024,60, 4306-4309

Permissions

Request permissions

A radical 1,4-aryl migration enables nickel-catalysed remote cross-electrophile coupling of β-bromo amino acid esters with vinyl triflates

Y. Liu, J. Liu, X. Li, P. He, Y. Liu, M. Xiang and S. Tang, Chem. Commun., 2024, 60, 4306 DOI: 10.1039/D4CC00627E

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