General solution to the synthesis of N-2-substituted 1, 2, 3-triazoles

…, L Zhang, D Krishnamurthy, CH Senanayake…

Index: Wang, Xiao-Jun; Zhang, Li; Krishnamurthy, Dhileepkumar; Senanayake, Chris H.; Wipf, Peter Organic Letters, 2010 , vol. 12, # 20 p. 4632 - 4635

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Citation Number: 35

Abstract

The regioselective N-alkylation of 1, 2, 3-triazoles 1− 6 was studied. Good to excellent N-2 selectivity and high chemical yields for N-2-substituted 4, 5-dibromotriazoles 7 were obtained with 4, 5-dibromo-and 4-bromo-5-trimethylsilyl-1, 2, 3-triazoles. These building blocks can be readily converted to 2-mono-, 2, 4-di-, and 2, 4, 5-polysubstituted triazoles 10− 15, providing a general, protective, group-free method for the synthesis of N-2-substituted ...