1025-23-6Relevant academic research and scientific papers
Intermolecular Photocatalyzed Heck-like Coupling of Unactivated Alkyl Bromides by a Dinuclear Gold Complex
Xie, Jin,Li, Jian,Weingand, Vanessa,Rudolph, Matthias,Hashmi, A. Stephen K.
, p. 12646 - 12650 (2016)
A practical protocol for a photocatalyzed alkyl-Heck-like reaction of unactivated alkyl bromides and different alkenes promoted by dinuclear gold photoredox catalysis in the presence of an inorganic base is reported. Primary, secondary, and tertiary unactivated alkyl bromides with β-hydrogen can be applied. Esters, aldehydes, ketones, nitriles, alcohols, heterocycles, alkynes, alkenes, ethers, and halogen moieties are all well tolerated. In addition to 1,1-diarylalkenes, silylenolethers and enamides can also be applied, which further increases the synthetic potential of the reaction. The mild reaction conditions, broad substrate scope, and an excellent functional-group tolerance deliver an ideal tool for synthetic chemists that can even be used for challenging late-stage modifications of complex natural products.
Design, synthesis and structure-activity relationship study of novel urea compounds as FGFR1 inhibitors to treat metastatic triple-negative breast cancer
Akwii, Racheal,Alvina, Karina,Ashraf-Uz-Zaman, Md,Farshbaf, Mohammad Jodeiri,German, Nadezhda A.,Kallem, Raja Reddy,Mikelis, Constantinos M.,Putnam, William,Sajib, Md Sanaullah,Shahi, Sadisna,Trippier, Paul C.,Wang, Wei,Zhang, Ruiwen
supporting information, (2020/10/12)
Triple-negative breast cancer (TNBC) is an aggressive type of cancer characterized by higher metastatic and reoccurrence rates, where approximately one-third of TNBC patients suffer from the metastasis in the brain. At the same time, TNBC shows good responses to chemotherapy, a feature that fuels the search for novel compounds with therapeutic potential in this area. Recently, we have identified novel urea-based compounds with cytotoxicity against selected cell lines and with the ability to cross the blood-brain barrier in vivo. We have synthesized and analyzed a library of more than 40 compounds to elucidate the key features responsible for the observed activity. We have also identified FGFR1 as a molecular target that is affected by the presence of these compounds, confirming our data using in silico model. Overall, we envision that these compounds can be further developed for the potential treatment of metastatic breast cancer.
Nickel-catalyzed ring-opening cross-coupling of cyclic alkenyl ethers with arylboronic esters via carbon-oxygen bond cleavage
Ohtsuki, Akimichi,Sakurai, Shun,Tobisu, Mamoru,Chatani, Naoto
supporting information, p. 1277 - 1279 (2016/11/09)
We have developed a nickel-catalyzed cross-coupling reaction of cyclic alkenyl ethers with arylboronic esters that leads to the formation of unsaturated alcohols via ring-opening by the cleavage of a C(sp2)-O bond. The use of 1,3-dicyclohexylimidazol-2-ylidene as the ligand is essential to promote this cross-coupling process.
Selenium-catalyzed regioselective cyclization of unsaturated carboxylic acids using hypervalent iodine oxidants
Singh, Fateh V.,Wirth, Thomas
supporting information; experimental part, p. 6504 - 6507 (2012/02/02)
A new and convenient selenium-catalyzed regioselective cyclization of γ, δ-unsaturated carboxylic acids to the corresponding 3, 6-dihydro-2Hpyran- 2-ones is described. The cyclization products have been obtained in good to excellent yields using diphenyl diselenide as a catalyst and [bis(trifluoroacetoxy)iodo]benzene as a stoichiometric oxidant 2011 American Chemical Society.
Intramolecular polar addition reactions of active methylene moieties to aryl-substituted alkenes via photoinduced electron transfer
Ohashi, Maki,Nakatani, Keisuke,Maeda, Hajime,Mizuno, Kazuhiko
scheme or table, p. 5537 - 5539 (2010/11/03)
The synthesis of cycloalkane derivatives with ring sizes of 5-7 was achieved in moderate yields by photoirradiation of aqueous acetonitrile solutions, containing compounds that consist of active methylene moieties tethered to aryl-substituted alkenes along with sodium hydroxide and 9-cyanophenanthrene. When the substrate contains ethyl cyanoacetate as an asymmetric active methylene moiety, the reaction proceeds in a highly diastereoselective manner.
Lactones, XX. - Grignardation Followed by Phase-Transfer Oxidation: A Convenient Synthesis of δ,δ-Disubstituted δ-Lactones from δ-Valerolactone
Lehmann, Jochen,Marquardt, Norbert
, p. 827 - 832 (2007/10/02)
A Grignardation-oxidation sequence, without isolation of intermediates, easily transfers δ-valerolactone (4) into Δ,δ-disubstituted δ-lactones 6.The synthesis of δ,δ-diphenyl-δ-valerolactone (6a) served as an exsample for a detailed investigation of the r
