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Issue 26, 2020
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Palladium-catalyzed dearomative 1,4-difunctionalization of naphthalenes

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Abstract

A highly diastereoselective dearomatization of naphthalenes via a Pd-catalyzed 1,4-difunctionalization reaction is described. In the presence of a commercially available palladium precursor and ligand, intramolecular dearomative Heck-type insertion provides π-allylpalladium intermediates which are readily captured by a series of nucleophiles in excellent yields (up to 99%). This reaction features mild conditions, broad substrate scope, and useful transformations of the products.

Graphical abstract: Palladium-catalyzed dearomative 1,4-difunctionalization of naphthalenes

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Article information


Submitted
18 May 2020
Accepted
10 Jun 2020
First published
10 Jun 2020

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2020,11, 6830-6835
Article type
Edge Article

Palladium-catalyzed dearomative 1,4-difunctionalization of naphthalenes

P. Yang, C. Zheng, Y. Nie and S. You, Chem. Sci., 2020, 11, 6830
DOI: 10.1039/D0SC02816A

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