104936-67-6Relevant articles and documents
Thermal rearrangement of allyl substituted unsymmetric 4H-1,2,4-triazoles to the corresponding 1H-1,2,4-triazoles
Jorgensen, Kare B.,Olsen, Ragnhild B.,Carlsen, Per H.J.
, p. 481 - 495 (2007/10/03)
A series of neat 4-(2-alkenyl) substituted 5-methyl-3-phenyl-4H-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 S N2-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.
ELECTRON-TRANSFER REACTIONS OF ORGANOSULFUR CATION RADICALS
Shine, Henry J.,Bae, Dong Hak,Hoque, A. K. M. Mansurul,Kajstura, Alojzy,Lee, Wang Keun,et al.
, p. 111 - 142 (2007/10/02)
The thianthrene cation radical (Th.+) undergoes electron transfer in reactions with a number of azoalkanes.The oxidized azoalkanes then enter primarily into carbocation reaction pathways rather than the free radical pathways with which they are commonly associated.Examples are given with 1,1'-azoadamantane, phenylazotriphenylmethane, azotoluene, and azo-tertiary-butane.Reactions of Th.+ with Grignard agents also result, to varying extents, in electron transfer from the Grignard to Th.+.Here again carbocation chemistry is seen but particularly with solvent tetrahydrofuran, which polymerizes.The Grignard group may end up primarily as alkane (e.g., with t-butyl) or may also be trapped by Th.+ in the form of a 5-alkylthianthreniumyl ion (e.g. with butyl).Possible mechanisms of reactions are discussed.