Next, we turned our efforts to the nucleophilic dis-
placement of nitrite from activated substituted benzenes
2 (Scheme 1), a method that has already been widely
used for the synthesis of oxoaryl phthalonitriles.29 Base
promoted direct anomeric O- or S-arylation of several
2,4,5,6-tetra-O-benzyl, benzoyl, and acetyl protected
hexopyranoses and 1-thio-hexopyranoses 1 to give aryl
glycosides 3 was carried out either with NaH or
K2CO3 (Table 1).