Zinc Chloride Catalyzed, Dipolar Aprotic Solvent-Mediated, One-Pot Synthesis of 2-[(Benzo[d]thiazol-2-ylamino)(phenyl)methyl]phenols
SYNLETT(2016)
Abstract
A three-component one-pot method has been developed for the synthesis of 2-[( benzo[d]thiazol-2-ylamino)(phenyl) methyl] phenols from a variety of aldehydes, 2-amino-1,3-benzothiazoles, and phenols. Phenol, substituted phenols, and polyhydroxybenzenes participated well, providing the corresponding derivatives in good yields. In the case of polyhydroxybenzenes, for which the formation of positional isomers or dimers might have been possible, the sterically less hindered positional isomer was formed exclusively via the ortho-quinone methide.
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Key words
Betti bases,benzothiazoles,phenols,aldehydes,quinone methides
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