113667-32-6Relevant articles and documents
N-(4-Methoxyphenyl)-substituted bicyclic isothioureas: effect on morphology of cancer cells
Alexeev, Alexander A.,Evdokimova, Anna V.,Kuznetsov, Sergei A.,Milaeva, Elena R.,Nurieva, Evgeniya V.,Zefirova, Olga N.
, p. 288 - 290 (2021)
Bicyclic isothioureas of N-(4-methoxyphenyl)-2-aminocycloalkane[d]thiazole type were obtained using intramolecular electrophilic cyclization of N-(cycloalk-2-enyl)-N′-(4-methoxyphenyl)thioureas. Isothiourea fused with sevenmembered ring caused noticeable
Bromination and accompanying rearrangement of the polycyclic oxetane 2,4-oxytwistane
Rosenberg, Murray G.,Billing, Peter,Brecker, Lothar,Brinker, Udo H.
, p. 8786 - 8799 (2014)
Bromination of the polycyclic oxetane 2,4-oxytwistane (rac-(1R,3S,4R,7S,9R,11S)-2-oxatetracyclo-[5.3.1.03,11.04,9]undecane) was undertaken in order to form 2,4-dibromotwistane. The oxetane was subjected to the mild reagent combinatio
The Reaction of Bromine with Cyclohexene in Carbon Tetrachloride. Part 1. Reactions in the Absence of Hydrogen Bromide; Presence of a Scavenger
Byrnell, Charles J. A.,Coombes, Robert G.,Hart, Lionel S.,Whiting, Mark C.
, p. 1079 - 1086 (1983)
The addition of bromine to cyclohexene in carbon tetrachloride solutions has been studied.Results are unreproducible, but when N-bromosuccinimide or N-bromophthalimide is also present to scavenge hydrogen bromide, a slower reaction, second-order in bromine, with reproducible rate constants is observed.This shows a negative overall activation energy.There may be terms in higher powers of , but the first-order term in bromine is too small to measure.A faster second phase of the reaction begins when all the N-bromo-imide initially present has reacted with the hydrogen bromide formed in side reactions, including those leading to 3-bromocyclohexene and (from adventitious water) to 2-bromocyclohexanol, and is of order 1.5 in bromine.
Stereoselective synthesis of cis,cis-configured vicinal triamines
Schulte, Adrian,Saito, Susumu,Wünsch, Bernhard
, p. 5749 - 5756 (2014)
The first stereoselective synthesis of a cis,cis-configured vicinal triamine was achieved, starting from N-cyclohexenylpyrrolidone (10). The reaction sequence consists of the stereoselective construction of the trans-configured 1,3-diamide 14, trans-to-ci
4-hydroxy-2-quinolones 125. Ethyl 3-bromo-2,4-dioxo-1,2,3,4- tetrahydroquinoline-3-carboxylates as potential brominating agents
Ukrainets,Sidorenko,Golovchenko
, p. 1008 - 1013 (2007)
The spatial structural features of 3-bromo-3-ethoxycarbonyl-2,4-dioxo-1,2, 3,4-tetrahydroquinolines have been studied by X-ray analysis. It has been experimentally confirmed that these compounds can be regarded as potential brominating agents.
Preparation of polycyclic compounds by intramolecular photospirocyclization and photocycloaddition reactions of 4-alkenyl-1-cyanonaphthalene derivatives
Maeda, Hajime,Wada, Hidenori,Mukae, Hirofumi,Mizuno, Kazuhiko
, p. 29 - 41 (2016)
Photoreactions of 4-pentenyl-1-cyanonaphthalenes yield spirocyclic products along with [4?+?2] cycloadducts. Photoreactions of 5-phenyl derivatives produce a product having tricyclo[6.3.0.01,4]undecadiene skeleton. Formation of angular triquinanes takes place in photoreactions of cycloalkene-linked cyanonaphthalenes. The observation demonstrates that π–π arene ring interactions, steric hindrance, and suitable locations of reaction sites in syn and anti singlet exciplexes govern the modes followed in intramolecular photoreactions of 4-alkenyl-1-cyanonaphthalenes.
A [2 × 2] Cu4 molecular grid and a Mn5 cluster derived from a 1-(2-pyridyl)pyrazole based polytopic ligand - Synthesis, structure, magnetic properties and catalytic activity in the allylic oxidation of cyclohexene
Jana, Atanu,Konar, Saugata,Das, Kinsuk,Ray, Sangita,Golen, James A.,Rheingold, Arnold L.,El Fallah, Mohamed Salah,Mukherjee, Sanghamitra,Gupta, Samik,Pombeiro, Armando J.L.,Kar, Susanta Kumar
, p. 51 - 60 (2013)
The homoleptic [2 × 2] tetranuclear compound [Cu4(PyPzCAP) 4](NO3)4·8H2O (1) and the pentanuclear Mn(II) cluster [Mn5(PyPzCAP)6](ClO 4)4·4C6H6 (2) are self-assembled from the ditopic pro-ligand HPyPz-CAP [(5-methyl-1-(pyridin-2-yl) -N′-[1-(pyridin-2-yl)ethylidene]-1H-pyrazole-3-carbohydrazide)]. Complex 1 is almost a square grid, and all the Cu(II) centers show a distorted octahedral environment with an N4O2 chromophore. Complex 2 has a pentanuclear core with a trigonal bipyramidal arrangement of the Mn(II) atoms. The axial Mn centers bear an N3O3 chromophore and the equatorial centers have an N4O2 distorted octahedral arrangement. Complex 1 shows a ferromagnetic exchange interaction (J= +4.62 cm 1 and g= 2.05), whereas 2 shows weak an antiferromagnetic interaction (J= -2.73 cm 1 and g = 2.02). Both complexes 1 and 2 catalyze the allylic oxidation of cyclohexene to cyclohex-2-ene-1-one with good selectivity and an excellent overall turnover number.
(Guanidine)copper Complex-Catalyzed Enantioselective Dynamic Kinetic Allylic Alkynylation under Biphasic Condition
Cui, Xi-Yang,Ge, Yicen,Tan, Siu Min,Jiang, Huan,Tan, Davin,Lu, Yunpeng,Lee, Richmond,Tan, Choon-Hong
, p. 8448 - 8455 (2018)
Highly enantioselective allylic alkynylation of racemic bromides under biphasic condition is furnished in this report. This approach employs functionalized terminal alkynes as pro-nucleophiles and provides 6- and 7-membered cyclic 1,4-enynes with high yields and excellent enantioselectivities (up to 96% ee) under mild conditions. Enantioretentive derivatizations highlight the synthetic utility of this transformation. Cold-spray ionization mass spectrometry (CSI-MS) and X-ray crystallography were used to identify some catalytic intermediates, which include guanidinium cuprate ion pairs and a copper-alkynide complex. A linear correlation between the enantiopurity of the catalyst and reaction product indicates the presence of a copper complex bearing a single guanidine ligand at the enantio-determining step. Further experimental and computational studies supported that the alkynylation of allylic bromide underwent an anti-SN2′ pathway catalyzed by nucleophilic cuprate species. Moreover, metal-assisted racemization of allylic bromide allowed the reaction to proceed in a dynamic kinetic fashion to afford the major enantiomer in high yield.
Trifluoromethylcyclohexane as a new solvent? Limits of use
Legros, Julien,Crousse, Benoit,Bonnet-Delpon, Danièle,Bégué, Jean-Pierre,Maruta, Masamichi
, p. 4067 - 4070 (2002)
Reactivity and stability of trifluoromethylcyclohexane (TFMC) has been investigated towards various reagents, in order to evaluate its possible use as solvent. TFMC is stable in most oxidizing conditions, indicating the protective effect of a fluoroalkyl substituent towards oxidation, and surprisingly, it is also very stable towards strong bases. TFMC has also been assessed as a chlorinated solvent substitute in some reactions. It is clearly adapted as a CCl4 substitute in allylic bromination reaction.
X=Y-ZH Systems as potential 1,3-dipoles. Part 52: Fused-ring forming electrophile induced oxime→nitrone→cycloaddition cascades
Ali Dondas,Grigg, Ronald,Thibault, Sylvie
, p. 7035 - 7045 (2001)
Electrophile induced cyclisation of oximes onto endocyclic alkenes and exo-methylene cycloalkanes occurs stereo- and regio-specifically generating cis-fused bicyclic nitrones in good yield. Subsequent facially selective cycloaddition with N-methylmaleimid
