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

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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

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Publication details

The article was received on 11 Mar 2017, accepted on 31 Mar 2017 and first published on 05 Apr 2017


Article type: Research Article
DOI: 10.1039/C7QO00193B
Citation: Org. Chem. Front., 2017, Advance Article
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    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, Advance Article , DOI: 10.1039/C7QO00193B

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