Abstract
One-pot synthesis of symmetrical and non-symmetrical spiro[oxindole]xanthenes was achieved by reacting excess of acid labile and stable p-substituted phenols with isatin in the presence of p-TsOH in refluxing p-xylene. The intermediary 3,3-bis(2-hydroxy-5- substitutedphenyl)oxindoles undergo ring forming dehydration, generating the targeted spiro compounds. Gaining mechanistic insight allowed the selection of suitable reaction times and conditions to optimize the yields of the more challenging non-symmetrical spiro[oxindole]xanthenes.
Keywords: Demethylation, Non-symmetrical spiro[oxindole]xanthenes, One-pot synthesis, 3, 3-diaryloxindoles, Spiro[oxindole]xanthenes, Time-dependent reaction, p-Methoxyphenol, p-xylene, 3, 4-dimethoxyphenyl, p-n-butoxy-
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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