2844-21-5Relevant academic research and scientific papers
Palladium-Catalyzed Mizoroki-Heck Reaction of Nitroarenes and Styrene Derivatives
Okita, Toshimasa,Asahara, Kitty K.,Muto, Kei,Yamaguchi, Junichiro
supporting information, p. 3205 - 3208 (2020/04/10)
We have developed a Mizoroki-Heck reaction of nitroarenes with alkenes under palladium catalysis. The use of a Pd/BrettPhos catalyst promoted the alkenylation, whereas other catalysts led to a decrease in the product yield. In addition to nitroarenes, nitroheteroarenes were also applicable to the present reaction. The combination of a nucleophilic aromatic substitution (SNAr) with the denitrative alkenylation produced a multifunctionalized arene in a one-pot operation.
Highly E-Selective, Stereoconvergent Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling of Alkenyl Ethers
Ho, Guo-Ming,Sommer, Heiko,Marek, Ilan
supporting information, p. 2913 - 2917 (2019/04/25)
An improved method for the nickel-catalyzed Suzuki-Miyaura cross-coupling of alkenyl ethers is reported. This stereoconvergent protocol allows for the utilization of a wide range of alkenyl ethers and aryl boronic esters for the synthesis of variously sub
Nickel-Catalyzed system for the cross-coupling of alkenyl methyl ethers with grignard reagents under mild conditions
Hostier, Thomas,Neouchy, Zeina,Ferey, Vincent,Gomez Pardo, Domingo,Cossy, Janine
supporting information, p. 1815 - 1818 (2018/04/14)
A nickel-catalyzed cross-coupling of alkenyl methyl ethers with Grignard reagents, under mild conditions, is described. These conditions allowed access to various stilbenes and heterocyclic stilbenic derivatives as well as to a potential anticancer agent DMU-212.
An efficient and general method for the heck and buchwald-hartwig coupling reactions of aryl chlorides
Lee, Dong-Hwan,Taher, Abu,Hossain, Shahin,Jin, Myung-Jong
supporting information; experimental part, p. 5540 - 5543 (2011/12/15)
The β-diketiminatophosphane Pd complex acted as a powerful catalyst for the Heck coupling of aryl chlorides with alkenes. Various aryl and heteroaryl chlorides were coupled efficiently under relatively mild conditions. Furthermore, this catalytic system also proved to be highly active in the Buchwald-Hartwig coupling of deactivated and sterically hindered aryl chlorides at room temperature.
Effects of substituent and solvent on the UV absorption energy of 4,4′-disubstituted stilbenes
Cao, Chenzhong,Chen, Guanfan,Wu, Yaxin
scheme or table, p. 1735 - 1744 (2012/05/05)
Twenty five samples of 4,4′-disubstituted stilbene derivatives were synthesized, and their UV absorption max wavelengths were determined in over 10 kinds of solvents including cyclohexane, ether, chloroform, acetonitrile and ethanol, in which 242 experimental data were recorded. The effects of substituents and solvents on the energy of their UV absorption max wavelengths were discussed. The research results showed: the energy of UV absorption max wavelengths of 4,4′-disubstituted stilbenes was mainly affected by their intramolecular structure (substituent effect) in a given solvent, that is, the energy is dominated by both of excited-state substituent parameter σ CC ex and polar substituent constant σ p. While their energy was dominated by the substituent effect and solvent effect in different kinds of solvents. An equation quantifying the energy of UV absorption max wavelengths of 4,4′-disubstituted stilbenes was developed. In addition, it is found that the n-octanol/water partition coefficient (logP) is more effective than the solvatochromic dye (E T(30)) in scaling the solvent effect. The equation employed the parameter logP has a better correlation and more specific physical meaning. Further, the energies of UV absorption max wavelengths of some reported compounds were predicted by the obtained equation, which are in agreement with their experimental values.
Synthesis and biological evaluation of some stilbene derivatives
Karki, Subhas Somalingappa,Bhutle, Santosh Ramarao,Sahoo, Subhas,Reddy, Ratnakar,Balzarini, Jan,De Clercq, Erik,Darji, Satyanarayana Y.
, p. 1349 - 1356 (2012/05/05)
Several trans and cis stilbenes with substitution n the olefinic bridge were synthesized and characterized by IR, NMR and mass spectroscopy in an effort to obtain ubstances that could be more readily formulated. All the synthesized compounds were screened against Molt4/C8, CEM and L1210 cell lines. None of these compounds were ndowed with pronounced cytostatic activity. However,Schiff derivatives emerged as cytostatic agents (IC50: 0.77-10 μg/ml) that deserve further investigation. Springer Science+Business Media, LLC 2010.
Nickel-catalyzed cross-coupling reaction of alkenyl methyl ethers with aryl boronic esters
Shimasaki, Toshiaki,Konno, Yuko,Tobisu, Mamoru,Chatani, Naoto
supporting information; experimental part, p. 4890 - 4892 (2010/01/06)
The Ni(0)-catalyzed cross-coupling of alkenyl methyl ethers with boronic esters is described. Several types of alkenyl methyl ethers can be coupled with a wide range of boronic esters to give the stilbene derivatives.
Benzotriazole-Mediated Stereoselective Olefination of Carboxylic Esters: Transformation of α-Amino Acid Esters into Chiral Allylamines
Katritzky, Alan R.,Cheng, Dai,Li, Jianqing
, p. 3438 - 3444 (2007/10/03)
Diastereoselective trans-olefinations of carboxylic esters 3a-h have been accomplished using benzylic or allylic benzotriazole derivatives 1a-e to prepare α-(benzotriazol-1-yl) ketones 4a-i, for the subsequent reduction of 4a-i, and finally for low-valent titanium-effected dehydroxybenzotriazolylation.1 N-Protected α-amino acid esters 9a-c and 15 thus give allylamines 13a-e and 19 with virtually full retention of chirality. Mechanistic aspects of the dehydroxybenzotriazolylation are discussed.
