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A palladium/norbornene cooperative catalysis to access N-containing bridged scaffolds

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Abstract

A palladium/norbornene cooperative catalysis promoted annulation involving an ortho-C–H amination and intramolecular Heck cascade between aryl iodides and functionalized amination reagents is reported, thereby providing a highly convergent access to the unique N-containing bridged scaffolds: hexahydro-2,6-methano-1-benzazocine. The salient features of the reaction include its broad substrate scope (with respect to aryl iodides), its high step economy, and good chemoselectivity. Preliminary studies underscore the future promise of rendering this Catellani-type annulation enantioselective.

Graphical abstract: A palladium/norbornene cooperative catalysis to access N-containing bridged scaffolds

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Publication details

The article was received on 22 Apr 2019, accepted on 15 May 2019 and first published on 15 May 2019


Article type: Communication
DOI: 10.1039/C9CC03126J
Chem. Commun., 2019, Advance Article

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    A palladium/norbornene cooperative catalysis to access N-containing bridged scaffolds

    Q. Gao, Z. Liu, Y. Hua, L. Li, H. Cheng, H. Cong and Q. Zhou, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC03126J

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