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 mar 2017
Accepted
31 mar 2017
First published
05 apr 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

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