An Alternative Method for the Efficient Synthesis of Aminoindane‐Based Chiral Triazolium Salts

Functionalized aminoindane-based triazolium salts have been prepared from 1-amino-2-indanol via a new method in the presence of Meerwein's reagent arylhydrazine, Im₂CS, H₂O₂, and HBF₄. Described alternative convenient and direct methods that produced chiral triazolium salts yields up to 87% with ambient temperature, operational simplicity, clean reaction, and tolerating a wide range of functional groups.

Abstract

A list of functionalized aminoindane-based chiral triazolium salts has been prepared from readily available 1-amino-2-indanol via a new method in the presence of Im₂CS, H₂O₂, and HBF₄. Over the years, Rovis, Bode, Suzuki, and Scheidt et al. developed a method for preparing chiral thiazolium salts using Meerwein's reagent (Me₃OBF₄) arylhydrazine, and excess amounts of (EtO)₃CH as key reagent and the reaction proceeded at high temperature. We report alternative methods to access chiral triazolium salts with better yields (67%–87%), clean reaction, mild reaction conditions and ambient temperature, operational simplicity, a simple purification process, and tolerating a wide range of functional groups.

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