78313-67-4Relevant academic research and scientific papers
Synthesis of Decahydrocyclobuta[cd]indene Skeletons: Rhodium(III)-Catalyzed Hydroarylation and Relay Thiophene-Promoted Intramolecular [2+2] Cycloaddition
Gao, Dingding,Wang, Feng,Liu, Xing-Yu,Feng, Kai-Rui,Zhao, Jia-Ying,Wang, Yu-Hui,Yang, Xiao-Di,Tian, Ping,Lin, Guo-Qiang
supporting information, p. 4384 - 4390 (2020/09/23)
The preparation of decahydrocyclobuta[cd]indene skeleton was accomplished through rhodium(III)-catalyzed hydroarylation and relay thiophene-promoted intramolecular [2+2] cycloaddition. This tandem reaction exhibited broad substrate scope (24 examples) and good functional group compatibility. Control experiments revealed the important role of sulfur (S) heteroatom, thus a tentative mechanism with thiophene-promoted double Michael additions was proposed to explain this formal [2+2] cycloaddition. Moreover, the resulting polycyclic products displayed potent anti-cancer activities against breast cancer cell lines MDA-MB-468. (Figure presented.).
A Unique Synthetic Method for Pyridine-Ring Containing Ter-, Quater- and Quinquearyl 5 and Vinylogues by Thermolysis of 2,2-Dichlorocyclopropylmethyleneamines
Kagabu, Shinzo,Mizoguchi, Shinji
, p. 372 - 376 (2007/10/03)
Teraryls, quateraryls, and quinquearyls composed of a pyridine ring in the segment and their vinylogues were prepared directly by thermal rearrangement of N-(hetero)arylmethyl-2,2-dichloro-1-substituted phenylcyclopropylmethyleneamines in modest to good y
Thermal Rearrangement of N-Arylmethyl- and N-Alkyl-2,2-dihalogenocyclopropyl Imines
Kagabu, Shinzo,Ando, Chihaya,Ando, Junko
, p. 739 - 752 (2007/10/02)
An extended study of the thermal isomerization of 1-substituted 2,2-dihalogenocyclopropyl imines is reported.The thermolysis of N-arylmethyl-2,2-dichlorocyclopropanecarbaldimines 15a-h produces 2-aryl- 16a-h and 2-aryl-4-chloro-pyridine derivatives 17a-h, while N-cyclopropyl imines 15i, j yielded N-alyklchloropyrroles.The 2,2-dibromocyclopropane analogue undergoes thermolysis at lower temperatures.An ionic mechanism triggered by the halide ion dissociation is proposed for the thermal rearrangement on the basis of a study using deuterated imine 15m, and the effects of additives and solvents.On the other hand, difluorocyclopropyl imine undergoes a homolytic cleavage of cyclopropane 1,3-bond with lower activation energy than the dichlorocyclopropyl imine, and afforded the N-alykl-3-fluoropyrrole derivative preferentially.
SYNTHESIS OF MESOMORPHIC 2-ALKYL-5-(p-CYANOPHENYL)PYRIDINES
Pavlyuchenko, A. I.,Kovshev, E. I.,Titov, V. V.
, p. 69 - 72 (2007/10/02)
A new series of liquid-crystal derivatives of 2-alkyl-5-(p-cyanophenyl)pyridines were obtained by halogenation of 2-alkyl-5-phenylpyridines under the conditions of the Birckenbach-Gubo-Waters reaction with subsequent conversion of the 2-alkyl-5-(p-bromo- or iodophenyl)pyridines to the cyano derivatives.
