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Lewis Acid Promoted Dearomatization of Naphthols.

ABSTRACT: Two-step dearomative functionalization of naphthols promoted by Lewis acids and copper(I) catalysis was developed. Initially, Lewis acid complexation inverted the electronic properties of the ring and established an equilibrium with the dearomatized counterpart. Subsequent trapping of the dearomatized intermediate with organometallics as well as organophosphines was demonstrated and provided the corresponding dearomatized products.

SUBMITTER: Kulish K

PROVIDER: S-EPMC7894535 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature

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Lewis Acid Promoted Dearomatization of Naphthols.

Kulish Kirill K Boldrini Cosimo C Castiñeira Reis Marta M Pérez Juana M JM Harutyunyan Syuzanna R SR

Chemistry (Weinheim an der Bergstrasse, Germany) 20201118 68

Two-step dearomative functionalization of naphthols promoted by Lewis acids and copper(I) catalysis was developed. Initially, Lewis acid complexation inverted the electronic properties of the ring and established an equilibrium with the dearomatized counterpart. Subsequent trapping of the dearomatized intermediate with organometallics as well as organophosphines was demonstrated and provided the corresponding dearomatized products. ...[more]

PMID: 32960476

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