Water-promoted ortho-selective monohydroxymethylation of phenols in the NaBO2 system.
Org Biomol Chem
; 12(19): 3100-7, 2014 May 21.
Article
em En
| MEDLINE
| ID: mdl-24705576
ABSTRACT
Water-promoted ortho-selective monohydroxymethylation of phenols in the NaBO2 system generates salicyl alcohols in 65-97% yields. A remarkable rate-enhancement by water was observed, and NaBO2 appeared to serve the dual role of a suitable base and an efficient chelating reagent. This protocol possesses many advantages such as short reaction times, expanded substrate scope, and high mono- and regio-selectivities. The experimental results were explained by the calculations based on local ionisation energy minima, leading to a possible reaction mechanism.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Fenóis
/
Boratos
/
Água
Idioma:
En
Ano de publicação:
2014
Tipo de documento:
Article