Synthesis of 4-aryl-1 H-1, 2, 3-triazoles through TBAF-catalyzed [3+ 2] cycloaddition of 2-aryl-1-nitroethenes with TMSN3 under solvent-free conditions

…, O Piermatti, F Pizzo, E Zunino, L Vaccaro

Index: Amantini, David; Fringuelli, Francesco; Piermatti, Oriana; Pizzo, Ferdinando; Zunino, Ennio; Vaccaro, Luigi Journal of Organic Chemistry, 2005 , vol. 70, # 16 p. 6526 - 6529

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Citation Number: 106

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-1 H-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.