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Thermal Rearrangement of Allyl Substituted Unsymmetric 4H-1,2,4-Triazoles to the Corresponding 1H-1,2,4-triazoles

Department of Chemistry, Norwegian University of Science and Technology, N-7491 Trondheim, Norway
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Molecules 2001, 6(5), 481-495; https://doi.org/10.3390/60500481
Received: 14 March 2001 / Revised: 26 April 2001 / Accepted: 26 April 2001 / Published: 30 April 2001
A series of neat 4-(2-alkenyl) substituted 5-methyl-3-phenyl-4H-1,2,4-triazoles were thermolyzed at 320 oC 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 SN2-type reactions. This mechanism was supported by a study of the alkylations of the triazoles which gave similar product mixtures. 4-(2-alkenyl) substituted 3-phenyl-4H-1,2,4-triazoles, on the other hand, gave predominantly elimination products. View Full-Text
Keywords: Thermolysis; 1; 2; 4-triazole; rearrangement Thermolysis; 1; 2; 4-triazole; rearrangement
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MDPI and ACS Style

Jørgensen, K.B.; Olsen, R.B.; Carlsen, P.H.J. Thermal Rearrangement of Allyl Substituted Unsymmetric 4H-1,2,4-Triazoles to the Corresponding 1H-1,2,4-triazoles. Molecules 2001, 6, 481-495. https://doi.org/10.3390/60500481

AMA Style

Jørgensen KB, Olsen RB, Carlsen PHJ. Thermal Rearrangement of Allyl Substituted Unsymmetric 4H-1,2,4-Triazoles to the Corresponding 1H-1,2,4-triazoles. Molecules. 2001; 6(5):481-495. https://doi.org/10.3390/60500481

Chicago/Turabian Style

Jørgensen, Kåre B.; Olsen, Ragnhild B.; Carlsen, Per H.J. 2001. "Thermal Rearrangement of Allyl Substituted Unsymmetric 4H-1,2,4-Triazoles to the Corresponding 1H-1,2,4-triazoles" Molecules 6, no. 5: 481-495. https://doi.org/10.3390/60500481

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