Issue 26, 2020

Palladium-catalyzed dearomative 1,4-difunctionalization of naphthalenes

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

Supplementary files

Article information

Article type
Edge Article
Submitted
18 mai 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
Creative Commons BY license

Chem. Sci., 2020,11, 6830-6835

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

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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