Issue 23, 2021

A Catellani and retro-Diels–Alder strategy to access 1-amino phenanthrenes via ortho- and interannular C–H activation of 2-iodobiphenyls

Abstract

An efficient palladium-catalyzed three-component domino reaction of 2-iodobiphenyls, O-benzoylhydroxylamines, and norbornadiene has been developed to construct diverse 1-amino phenanthrene derivatives. The methodology realizes simultaneous construction of one C–N bond and two C–C bonds via a Catellani and retro-Diels–Alder strategy by ortho- and interannular C–H activation of 2-iodobiphenyls. Furthermore, this methodology features good functional group tolerance and broad substrate scope.

Graphical abstract: A Catellani and retro-Diels–Alder strategy to access 1-amino phenanthrenes via ortho- and interannular C–H activation of 2-iodobiphenyls

Supplementary files

Article information

Article type
Research Article
Submitted
26 Jul 2021
Accepted
30 Sep 2021
First published
02 Oct 2021

Org. Chem. Front., 2021,8, 6535-6540

A Catellani and retro-Diels–Alder strategy to access 1-amino phenanthrenes via ortho- and interannular C–H activation of 2-iodobiphenyls

M. Sun, X. Chen, Z. Feng, G. Deng, Y. Yang and Y. Liang, Org. Chem. Front., 2021, 8, 6535 DOI: 10.1039/D1QO01103K

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