Issue 45, 2016

A radical addition/cyclization of diverse ethers to 2-isocyanobiaryls under mildly basic aqueous conditions

Abstract

Mildly basic aqueous conditions facilitated the tert-butyl peroxybenzoate (TBPB) mediated dehydrogenative addition of a range of ethers, including acetals, to diverse substituted 2-isocyanobiaryls. Mechanistic studies suggest that this radical cascade is an example of base promoted homolytic aromatic substitution (BHAS).

Graphical abstract: A radical addition/cyclization of diverse ethers to 2-isocyanobiaryls under mildly basic aqueous conditions

Supplementary files

Article information

Article type
Paper
Submitted
27 Sep 2016
Accepted
19 Oct 2016
First published
25 Oct 2016
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2016,14, 10620-10629

A radical addition/cyclization of diverse ethers to 2-isocyanobiaryls under mildly basic aqueous conditions

C. Anton-Torrecillas, D. Felipe-Blanco and J. C. Gonzalez-Gomez, Org. Biomol. Chem., 2016, 14, 10620 DOI: 10.1039/C6OB02103D

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, 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 commercial 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