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Issue 60, 2019
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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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Supplementary files

Article information


Submitted
22 Apr 2019
Accepted
15 May 2019
First published
15 May 2019

Chem. Commun., 2019,55, 8816-8819
Article type
Communication

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, 55, 8816 DOI: 10.1039/C9CC03126J

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