Issue 7, 2017

Radical cyclization of benzene-tethered 1,7-enynes with aryldiazonium tetrafluoroborates: a facile route to benzo[j]phenanthridines

Abstract

A radical cyclization of benzene-tethered 1,7-enynes with aryldiazonium tetrafluoroborates in the presence of copper(II) acetate and DABCO˙(SO2)2 is developed. This transformation is triggered by arylsulfonyl radicals which are generated in situ from aryldiazonium tetrafluoroborates and DABCO˙(SO2)2. This procedure is compatible with a wide range of functional groups, providing a facile route for the synthesis of diverse benzo[j]phenanthridines.

Graphical abstract: Radical cyclization of benzene-tethered 1,7-enynes with aryldiazonium tetrafluoroborates: a facile route to benzo[j]phenanthridines

Supplementary files

Article information

Article type
Research Article
Submitted
11 3 2017
Accepted
31 3 2017
First published
05 4 2017

Org. Chem. Front., 2017,4, 1318-1321

Radical cyclization of benzene-tethered 1,7-enynes with aryldiazonium tetrafluoroborates: a facile route to benzo[j]phenanthridines

Y. An, J. Zhang, H. Xia and J. Wu, Org. Chem. Front., 2017, 4, 1318 DOI: 10.1039/C7QO00193B

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