TBAF-catalyzed [3 + 2] cycloaddition reactions of 2-aryl-1- cyano- or 2-aryl-1-carbethoxy-1-nitroethenes 1 with TMSN3 under SFC allow the corresponding 4-aryl-5-cyano- or 4-aryl- 5-carbethoxy-1H-1,2,3-triazoles 2 to be prepared under mild reaction conditions and with good to excellent yields (70- 90%). The proposed protocol does not require dried glassware or inert atmosphere.
Synthesis of 4-Aryl-1H-1,2,3-Triazoles Through TBAF-Catalyzed [3+2] Cycloaddition of 2-Aryl-1-nitroethenes with TMSN3 under Solvent-Free Conditions
AMANTINI, David;FRINGUELLI, Francesco;PIERMATTI, Oriana;PIZZO, Ferdinando;ZUNINO, Ennio;VACCARO, Luigi
2005
Abstract
TBAF-catalyzed [3 + 2] cycloaddition reactions of 2-aryl-1- cyano- or 2-aryl-1-carbethoxy-1-nitroethenes 1 with TMSN3 under SFC allow the corresponding 4-aryl-5-cyano- or 4-aryl- 5-carbethoxy-1H-1,2,3-triazoles 2 to be prepared under mild reaction conditions and with good to excellent yields (70- 90%). The proposed protocol does not require dried glassware or inert atmosphere.File in questo prodotto:
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