The Selective Protection and Deprotection of Ambident Nucleophiles with Parent and Substituted Triarylmethyls

Authors : İbrahim DEMİRTAŞ, Bülent BÜYÜKKIDAN and Mahfuz ELMASTAŞ

Pages : 889-896

View : 11 | Download : 5

Publication Date : 0000-00-00

Article Type : Research Paper

Abstract :N-triphenylmethyl and N-4,4`-dimethoxytriphenylmethyl of o-aminophenol, m-aminophenol, and p-aminophenol compounds were easily prepared from triphenylmethyl chloride and 4,4`-dimethoxytriphenyl- methyl chloride. S-triphenylmethyl-2-mercapto ethanol was also selectively synthesized using the triphenylmethyl chloride and 2-mercapto ethanol. The reactivity of nitrogen and sulfur versus oxygen in the protection reactions was compared. In principle, the protection of aminophenols and 2-mercapto ethanol with triarylmethyls insert ignore into journalissuearticles values(trityls); may take place on the oxygen. However, in this framework, we discuss the different reactivities of oxygen, nitrogen and sulfur towards triphenylmethyl chloride insert ignore into journalissuearticles values(TrCl); and 4,4`-dimethoxytriphenylmethyl chloride insert ignore into journalissuearticles values(DMTrCl); and find that nitrogen and sulfur are more reactive than oxygen.
Keywords : The Selective Protection and Deprotection of Ambident Nucleophiles with Parent and Substituted Triarylmethyls