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Issue 44, 2020
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A carboxylate-assisted amination/unactivated C(sp2)–H arylation reaction via a palladium/norbornene cooperative catalysis

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Abstract

This report describes a carboxylate-assisted palladium-catalysed Catellani reaction, which is compatible with ortho-amination and unactivated C(sp2)–H arylation. This method was used to synthesize a series of 1-amino substituted dihydrophenanthridines, phenanthridines and 6H-benzo[c]chromenes. Based on kinetic isotope experiments, the kinetic curve proves that pivalic acid accelerates the reaction rate of unactivated C(sp2)–H activation, and thus this rate can keep up with the five membered aryl-norbornene–palladacycle (ANP) intermediate.

Graphical abstract: A carboxylate-assisted amination/unactivated C(sp2)–H arylation reaction via a palladium/norbornene cooperative catalysis

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Supplementary files

Article information


Submitted
28 Nov 2019
Accepted
06 Apr 2020
First published
06 Apr 2020

Chem. Commun., 2020,56, 5933-5936
Article type
Communication

A carboxylate-assisted amination/unactivated C(sp2)–H arylation reaction via a palladium/norbornene cooperative catalysis

Y. An, B. Zhang, Z. Zhang, C. Liu, X. Gou, Y. Ding and Y. Liang, Chem. Commun., 2020, 56, 5933
DOI: 10.1039/C9CC09265J

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