59648-19-0Relevant articles and documents
ortho-Specific alkylation of phenols via 1,3,2-benzodioxaborins
Lau, Cheuk K.,Williams, Haydn W. R.,Tardiff, Sylvie,Dufresne, Claude,Scheigetz, John,Belanger, Patrice C.
, p. 1384 - 1387 (2007/10/02)
Reaction of a phenol with an aldehyde in the presence of phenylboronic acid gives a 1,3,2-benzodioxaborin.The latter could be reduced to the corresponding ortho-alkylphenol with tert-butylamine borane in the presence of aluminum chloride.Alternatively, the dioxaborin, when reacted with an alkylthiol or an alcohol in the presence of an acid, gave the corresponding ortho-alkylthiomethyl- or ortho-alkoxymethylphenol.Key words: phenol, alkylation, ortho-specific, 1,3,2-benzodioxaborin.