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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.

SUBMITTER: Yang P

PROVIDER: S-EPMC7504896 | biostudies-literature | 2020 Jul

REPOSITORIES: biostudies-literature

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Palladium-catalyzed dearomative 1,4-difunctionalization of naphthalenes.

Yang Ping P Zheng Chao C Nie Yu-Han YH You Shu-Li SL

Chemical science 20200610 26

A highly diastereoselective dearomatization of naphthalenes <i>via</i> 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. ...[more]

PMID: 33033598

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