Cargando…

Lewis Acid Promoted Dearomatization of Naphthols

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 dearomatiz...

Descripción completa

Detalles Bibliográficos
Autores principales: Kulish, Kirill, Boldrini, Cosimo, Castiñeira Reis, Marta, Pérez, Juana M., Harutyunyan, Syuzanna R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7894535/
https://www.ncbi.nlm.nih.gov/pubmed/32960476
http://dx.doi.org/10.1002/chem.202003392
_version_ 1783653271580180480
author Kulish, Kirill
Boldrini, Cosimo
Castiñeira Reis, Marta
Pérez, Juana M.
Harutyunyan, Syuzanna R.
author_facet Kulish, Kirill
Boldrini, Cosimo
Castiñeira Reis, Marta
Pérez, Juana M.
Harutyunyan, Syuzanna R.
author_sort Kulish, Kirill
collection PubMed
description 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.
format Online
Article
Text
id pubmed-7894535
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher John Wiley and Sons Inc.
record_format MEDLINE/PubMed
spelling pubmed-78945352021-03-02 Lewis Acid Promoted Dearomatization of Naphthols Kulish, Kirill Boldrini, Cosimo Castiñeira Reis, Marta Pérez, Juana M. Harutyunyan, Syuzanna R. Chemistry Communications 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. John Wiley and Sons Inc. 2020-11-18 2020-12-04 /pmc/articles/PMC7894535/ /pubmed/32960476 http://dx.doi.org/10.1002/chem.202003392 Text en © 2020 The Authors. Published Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made.
spellingShingle Communications
Kulish, Kirill
Boldrini, Cosimo
Castiñeira Reis, Marta
Pérez, Juana M.
Harutyunyan, Syuzanna R.
Lewis Acid Promoted Dearomatization of Naphthols
title Lewis Acid Promoted Dearomatization of Naphthols
title_full Lewis Acid Promoted Dearomatization of Naphthols
title_fullStr Lewis Acid Promoted Dearomatization of Naphthols
title_full_unstemmed Lewis Acid Promoted Dearomatization of Naphthols
title_short Lewis Acid Promoted Dearomatization of Naphthols
title_sort lewis acid promoted dearomatization of naphthols
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7894535/
https://www.ncbi.nlm.nih.gov/pubmed/32960476
http://dx.doi.org/10.1002/chem.202003392
work_keys_str_mv AT kulishkirill lewisacidpromoteddearomatizationofnaphthols
AT boldrinicosimo lewisacidpromoteddearomatizationofnaphthols
AT castineirareismarta lewisacidpromoteddearomatizationofnaphthols
AT perezjuanam lewisacidpromoteddearomatizationofnaphthols
AT harutyunyansyuzannar lewisacidpromoteddearomatizationofnaphthols