Reaction of indazoles with aldehydes in the presence of p-toluenesulfinic acid affords the corresponding sulfonyl indazoles in satisfactory yields. The reported Friedel-Crafts process is rather unusual on indazoles because of the reduced electronic density of the heterocycle. The obtained sulfonyl indazoles can be desulfonylated under reductive conditions, finally leading to 3-alkylated indazoles.

Synthesis of 3-(Tosylalkyl) Indazoles and their Desulfonylation Reaction. A New Entry to 3-Substituted Indazoles by an Unprecedented Friedel–Crafts Process

PALMIERI, Alessandro;PETRINI, Marino
2009-01-01

Abstract

Reaction of indazoles with aldehydes in the presence of p-toluenesulfinic acid affords the corresponding sulfonyl indazoles in satisfactory yields. The reported Friedel-Crafts process is rather unusual on indazoles because of the reduced electronic density of the heterocycle. The obtained sulfonyl indazoles can be desulfonylated under reductive conditions, finally leading to 3-alkylated indazoles.
2009
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11581/102679
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