52708-23-3Relevant academic research and scientific papers
Thermal decomposition of strained spiro(1-pyrazoline-3,1'-cyclopropanes)
Tomilov, Yu. V.,Shulishov, E. V.,Yarygin, S. A.,Nefedov, O. M.
, p. 2109 - 2113 (2007/10/03)
Pyrolysis (320-370 deg C) of polycyclic 1-pyrazolines 1 and 2, obtained by 1,3-dipolar cycloaddition of diazocyclopropane to 3,3-dimethylcyclopropene and spirohex-1-ene, yields complex mixtures of isomeric hydrocarbons, substituted methylenecyclopropanes being the main components.Pyrolysis of 6-ethenyl- (4) and 6-methoxy-6-methylcarbonyl-4,5-diazaspirohept-4-enes (6) at 310-320 deg C proceeds unambiguously to give vinyl- (18) and 1-methoxy-1-methylcarbonylspiropentanes (20) in ca. 85 and 95 percent yields with respect to the transformed pyrazolines.Dediazotization of pyrazoline 3 obtained from diazocyclopropane and benzvalene requires more drastic conditions (-440 deg C) and produces indane. - Keywords: spiro(1-pyrazoline-3,1'-cyclopropanes; methylenecyclopropanes and spiropentanes; pyrolysis; isomerization; NMR spectra.
Reactions of Spirohept-4-ene Derivatives with Tetracyanoethylene. Extensive Rearrangements Involving the Aza-Cope Process
Nishida, Shinya,Asanuma, Naoki,Murakami, Masashi,Tsuji, Takashi,Imai, Toshiro
, p. 4658 - 4663 (2007/10/02)
In CH2Cl2 or CH3CN, 1,1-dicyclopropylspirohept-4-ene (4a) reacted readily with TCNE in a unique manner to give 4--6-methylenebicyclooct-3-ene-2,2,3-tricarbonitrile (8a), an imine after extensive rearrangements,
Deamination Reactions, 46. - Decomposition of 1-Alkenylcyclopropanediazonium Ions
Kirmse, Wolfgang,Rode, Klaus
, p. 839 - 846 (2007/10/02)
1-(2-Propenyl)- (10a), 1-(2-methyl-2-propenyl)- (10b), and 1-(3-butenyl)cyclopropanediazonium ions (35) have been generated by alkaline cleavage of the analogous nitrosocarbamates in methanol.Their major reaction paths are cyclopropyl-allyl tranformation (67 - 81percent), elimination to give alkylidenecyclopropanes (13 - 21percent), nucleophilic displacement (4 - 6percent), and 1,2-H shift (1 - 5percent).Participation of the double bond with formation of spirocyclic products was found to be small (0.5 - 1.2percent) with 10a, b and negligible with 35.The 2-methylene-5-hexenyl cations (39) arising from 35 underwent cyclization (intramolecular electrophilic addition, 39 --> 42) in competition with nucleophilic capture, but did not undergo a degenerate Cope rearrangement (39 39').
