Molecules

Thermal rearrangement of allyl substituted unsymmetric 4H-1, 2, 4-triazoles to the corresponding 1H-1, 2, 4-triazoles

KB Jørgensen, RB Olsen, PHJ Carlsen

Index: Jorgensen, Kare B.; Olsen, Ragnhild B.; Carlsen, Per H.J. Molecules, 2001 , vol. 6, # 5 p. 481 - 495

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Citation Number: 7

Abstract

Abstract: A series of neat 4-(2-alkenyl) substituted 5-methyl-3-phenyl-4 H-1, 2, 4-triazoles were thermolyzed at 320 C producing a rearrangement products, of which the regioisomeric 1-and 2-substituted triazoles were the main products. The group migrations were rationalized in terms of consecutive SN 2-type reactions. This mechanism was supported by a study of the alkylations of the triazoles which gave similar product mixtures. 4-(2-alkenyl) ...