74402-29-2Relevant articles and documents
Kinetics of the ene reactions of 4-phenyl-1,2,4-triazoline-3,5-dione with β-pinene and 2-carene: Temperature, high pressure, and solvent effects
Kiselev, Vladimir D.,Kornilov, Dmitry A.,Anikin, Oleg V.,Shulyatiev, Alexey A.,Kolesnikova, Anastasia O.,Konovalov, Alexander I.
, p. 651 - 658 (2018)
The data on temperature, solvent, and high hydrostatic pressure influence on the rate of the ene reactions of 4-phenyl-1,2,4-triazoline-3,5-dione (1) with 2-carene (2), and β-pinene (4) have been obtained. Ene reactions 1+2 and 1+4 have high heat effects:
Reaction of 4-Phenyl-1,2,4-triazoline-3,5-dione (PTAD) with Bicyclic Monoterpenes
Adam, Waldemar,Lucchi, Ottorino De,Hill, Karlheinz
, p. 1982 - 1989 (2007/10/02)
The cycloaddition of the bicyclic monoterpenes camphene (4), α-pinene (5), β-pinene (6), 2-carene (7), bornene (8), and tricyclane 9 with PTAD was investigated.Only camphene and α-pinene gave rearranged urazoles (11, 14) via dipolar cycloaddition.Ene-reaction was the predominant reaction course for α-pinene (->15) and the exclusive route for β-pinene (->16) and 2-carene (->17).Steric hindrance by the gem-dimethyl group prevents cycloaddition of bornene.The cyclopropane rings in the tricyclane 9 and 2-carene are not sufficiently strained to undergo ?+2?>cycloa ddition with PTAD.None of the monoterpenes gave ?+2?>-cycloaddition.
