Issue 17, 2018

Copper-catalyzed radical Heck type cyclization: a three-component reaction of DABCO·(SO2)2, aryldiazonium tetrafluoroborates and dienes toward sulfonated benzo- seven-membered nitrogen heterocycles

Abstract

A three-component reaction of the sulfur dioxide surrogate of DABCO·(SO2)2, aryldiazonium tetrafluoroborates and dienes has been developed, affording a series of sulfonated benzo- seven-membered nitrogen heterocycles in moderate to good yields. This procedure was triggered by the insertion of an in situ formed arylsulfonyl radical derived from DABCO·(SO2)2 and aryldiazonium tetrafluoroborates into electron-deficient vinyl, proceeding with a halogen-free radical Heck type reaction during cyclization.

Graphical abstract: Copper-catalyzed radical Heck type cyclization: a three-component reaction of DABCO·(SO2)2, aryldiazonium tetrafluoroborates and dienes toward sulfonated benzo- seven-membered nitrogen heterocycles

Supplementary files

Article information

Article type
Research Article
Submitted
23 Jun 2018
Accepted
18 Jul 2018
First published
18 Jul 2018

Org. Chem. Front., 2018,5, 2547-2551

Copper-catalyzed radical Heck type cyclization: a three-component reaction of DABCO·(SO2)2, aryldiazonium tetrafluoroborates and dienes toward sulfonated benzo- seven-membered nitrogen heterocycles

H. Wang, B. Wang, S. Sun and J. Cheng, Org. Chem. Front., 2018, 5, 2547 DOI: 10.1039/C8QO00615F

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