10481-34-2Relevant articles and documents
The α-arylation of α-bromo- and α-chloroenones using palladium-catalysed cross-coupling
Banks, James C.,Mele, David Van,Frost, Christopher G.
, p. 2863 - 2866 (2006)
The palladium-catalysed cross-coupling reaction of various arylboronic acids with α-bromoenones and α-chloroenones offers an operationally simple approach to the synthesis of both cyclic and acyclic α-arylenones.
Diels-Alder routes to angularly halogenated cis-fused bicyclic ketones: Readily accessible cyclynone intermediates
Lee, Jun Hee,Kim, Woo Han,Danishefsky, Samuel J.
, p. 4653 - 4654 (2010)
We have developed an efficient Lewis acid-catalyzed Diels-Alder route to a series of cis-fused bicyclic ketones bearing quaternary halogenation at the angular position. We have also developed a Diels-Alder-based one-flask method for the regioselective pre
Photocycloaddition Chemistry of 2-(Trimethylsilyl)cyclopentenone and 5-(Trimethysilyl)uracil. The Utility of a Trimethylsilyl Group as a Removable Directing Group in Photochemistry
Shih, Chuan,Fritzen, Edward L.,Swenton, John S.
, p. 4462 - 4471 (1980)
The photocycloaddition reactions of 2-(trimethylsilyl)cyclopentenone with isobutylene, methylenecyclohexane, isopropenyl acetate, propylene, and propyne were investigated. In the first three cases, a regiospecific reaction giving the head-to-tail photoadd
Studies on DNA cleaving agents: Synthesis and chemically induced cycloaromatization of a monocyclic neocarzinostatin chromophore analogue
Wender, Paul A.,Tebbe, Mark J.
, p. 4863 - 4866 (1991)
The synthesis of an acyclic analogue of neocarzinostatin chromophore is described. This analogue is found to undergo cycloaromatization in the presence of thiols; the process involves a previously undetected internal hydrogen abstraction reaction.
A mild preparation of α-halo-α,β-enones from cyclic enones
Righi, Giuliana,Bovicelli, Paolo,Sperandio, Anna
, p. 5889 - 5892 (1999)
A simple one pot procedure flor the selective transformation of cyclic enones into α-halo-α,β-enones is reported using dimethyldioxirane and metal halides/Amberlyst 15. The method appears particularly appealing for the preparation of labelled molecules for use with the CMIA technique.
Synthesis of novel methyl jasmonate derivatives and evaluation of their biological activity in various cancer cell lines
Sucu, Bilgesu Onur,Ipek, Ozgecan Savlug,Kurtulus, Sukran Ozdatli,Yazici, Busra Emine,Karakas,Guzel, Mustafa
, (2019)
Warburg hypothesized that the energy consumption of cancer cells is different than the normal cells. When compared to normal conditions, cancer cells do not undergo tricarboxylic acid (TCA) cycle therefore resulting in more lactate in the cells. Glycolysis pathway is a way of cancer cells to provide energy. The first step in glycolysis is the phosphorylation of glucose to glucose-6-phosphate. This reaction is catalyzed by the hexokinase-II enzyme (HK-II) which is known to be overexpressed in tumor cells. The feeding of cancer cells can be prevented by inhibiting the hexokinase-II enzyme in the first step of aerobic glycolysis. In literature, Methyl Jasmonate (MJ) is known as a Hexokinase-II inhibitor since it disposes VDAC and HK-II interaction on mitochondrial membrane. In our study, we aimed to increase the activity by synthesizing the novel MJ analogues with appropriate modifications. Here we report Hexokinase-2 enzyme and cell viability study results in different cancer cells. Based on the three different cancer cell lines we investigated, our novel MJ analogues proved to be more potent than the original molecule. Thus this research may provide more efficacious/novel HK-II inhibitors and may shed light to develop new anti-cancer agents.
Sequential O-Arylation/Lanthanide(III)-Catalyzed [3,3]-Sigmatropic Rearrangement of Bromo-Substituted Allylic Alcohols
Ramadhar, Timothy R.,Kawakami, Jun-Ichi,Batey, Robert A.
supporting information, p. 2865 - 2870 (2017/12/14)
Lanthanide(III)-catalyzed aryl-Claisen rearrangement of substrates bearing halo-substituted allyl groups, specifically 2-bromoallyl aryl ethers, afford ortho -2-bromoallylphenols. Aryl ether substrates were synthesized from brominated allylic alcohols via Mitsunobu reaction, Cu(II)-catalyzed arylation using potassium aryltrifluoroborate salts, or S N Ar reaction. Aryl-Claisen rearrangements proceeded in moderate to excellent yields using Eu(III) catalysis. The alkenylbromide functionality remains intact, illustrating the compatibility of synthetically important alkenylhalides during C-O/C-C σ-bond migration processes. Subsequent derivatization of the ortho -2-bromoallylphenol products through O-alkylation or C-arylation/alkenylation via Suzuki-Miyaura cross-coupling demonstrate the potential to access densely-functionalized molecules.
