Four component reaction of aldehydes, isocyanides, Me3SiN3, and aliphatic alcohols catalyzed by indium triflate

Four component reaction of aldehydes, isocyanides, Me3SiN3, and aliphatic alcohols catalyzed by indium triflate

In the presence of catalytic amount of indium(III) Lewis acids, the four component reaction of aldehydes, isocyanides, trimethylsilyl azide and aliphatic alcohols smoothly proceeded to give alkoxylated 1H-tetrazole products in good yields. In particular, In(OTf)3 and In(ONf)3 showed notably high lev...

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Veröffentlicht in:Tetrahedron letters 2012-06, Vol.53 (25), p.3161-3164
Hauptverfasser: Yanai, Hikaru, Sakiyama, Takuji, Oguchi, Tomoko, Taguchi, Takeo
Format: Artikel
Sprache:eng
Schlagworte:
Aldehydes
Aliphatic alcohols
Catalysis
Catalytic activity
Indium
Indium triflate
Isocyanide
Level (quantity)
Lewis acid
Multi-component reaction
Tetrahedrons
Tetrazole
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Beschreibung
Zusammenfassung:In the presence of catalytic amount of indium(III) Lewis acids, the four component reaction of aldehydes, isocyanides, trimethylsilyl azide and aliphatic alcohols smoothly proceeded to give alkoxylated 1H-tetrazole products in good yields. In particular, In(OTf)3 and In(ONf)3 showed notably high level of catalytic activity in this reaction.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2012.04.046