119165-69-4Relevant academic research and scientific papers
Efficient epoxidation reaction of terminal olefins with hydrogen peroxide catalyzed by an iron (II) complex
Li, Lu,Song, Hong-Jin,Meng, Xiang-Guang,Yang, Ren-Qiang,Zhang, Ni
, p. 2436 - 2439 (2018)
A highly active iron (II) complex that catalyzed epoxidation of terminal olefins with hydrogen peroxide was described. The catalytic system displayed excellent catalytic ability for the selective oxidation of terminal olefins to epoxides with high selecti
Synthesis of heterocyclic 1,3-oxazolines from aldehydes with trimethylphenylammonium tribromide
Sayama, Shinsei
, p. 979 - 990 (2017)
Various heterocyclic 1,3-oxazolines were prepared from aldehydes and aminoalcohols with trimethylphenylammonium tribromide at room temperature.
Facile one-pot synthesis of 2-oxazoline
Zhu, Jipeng,Zhou, Min,Jiang, Weinan,Zhou, Yang,Song, Gonghua,Liu, Runhui
supporting information, (2022/01/28)
We developed a facile one-pot synthesis of 2-oxazolines from carboxylic acid and 2-chloroethyl isocyanate, involving amide bond formation and a following intramolecular cyclization using 4-dimethylaminopyridine as the catalyst. A large variety of functional groups are well tolerated by the mild reaction conditions to afford diverse 2-oxazolines in good to excellent yields. This reaction will keep the chirality of the isocyanate at position 1, the R2 substituted carbon. Microwave-assisted synthesis can further enhance the reaction yield and reduce the reaction time to 5 min. This method facilities the synthesis of 2-oxazolines for diverse applications, such as 2-oxazoline derived polymers and materials.
Ligand-Controlled Regiodivergence in Nickel-Catalyzed Hydroarylation and Hydroalkenylation of Alkenyl Carboxylic Acids**
Deng, Ruohan,Engle, Keary M.,Fu, Yue,Gao, Yang,Li, Zi-Qi,Liu, Peng,Tran, Van T.
, p. 23306 - 23312 (2020/10/19)
A nickel-catalyzed regiodivergent hydroarylation and hydroalkenylation of unactivated alkenyl carboxylic acids is reported, whereby the ligand environment around the metal center dictates the regiochemical outcome. Markovnikov hydrofunctionalization products are obtained under mild ligand-free conditions, with up to 99 % yield and >20:1 selectivity. Alternatively, anti-Markovnikov products can be accessed with a novel 4,4-disubstituted Pyrox ligand in excellent yield and >20:1 selectivity. Both electronic and steric effects on the ligand contribute to the high yield and selectivity. Mechanistic studies suggest a change in the turnover-limiting and selectivity-determining step induced by the optimal ligand. DFT calculations reveal that in the anti-Markovnikov pathway, repulsion between the ligand and the alkyl group is minimized (by virtue of it being 1° versus 2°) in the rate- and regioselectivity-determining transmetalation transition state.
A 2 - substituted oxazoline or 2 - substituted piperazine synthetic method (by machine translation)
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Paragraph 0021; 0033, (2017/08/25)
The invention discloses a method for synthesizing 2 - substituted oxazoline or 2 - substituted oxazine new method, by nitrile and amino ethanol or 3 - amino - 1 - propanol as raw material, in the absence of solvent, can be used for the recycling of the sulfur to induce synthesis of 2 - substituted oxazoline and 2 - substituted piperazine. The method of the invention has low cost, simple reaction process, mild reaction conditions, the reaction time is short, the yield and the like, is suitable for the industrial generation. (by machine translation)
Synthesis of Functionalized Pyridines via a Regioselective Oxazoline Promoted C-H Amidation Reaction
Maiden, Tracy M. M.,Swanson, Stephen,Procopiou, Panayiotis A.,Harrity, Joseph P. A.
, p. 3434 - 3437 (2016/07/26)
The first Rh-catalyzed C-H amidation of pyridines is reported. The incorporation of a substituent at the C2 position both is crucial to the success of this transformation and provides considerable scope for further elaboration of the resulting products. Among these compounds, 2-chloropyridines allow access to a selection of intermediates including a versatile azaquinazoline scaffold.
Pyridine-oxazoline and quinoline-oxazoline ligated cobalt complexes: Synthesis, characterization, and 1,3-butadiene polymerization behaviors
Guo, Jun,Liu, Heng,Bi, Jifu,Zhang, Chunyu,Zhang, Hexin,Bai, Chenxi,Hu, Yanming,Zhang, Xuequan
, p. 305 - 312 (2015/08/06)
A series of cobalt complexes supported by pyridine-oxazoline (Pyox) and quinoline-oxazoline (Quox) were synthesized. Determined by single crystal X-ray crystallography, complexes 6a and 7c adopted distorted octahedron and trigonal bipyramid geometries, re
An efficient one-pot synthesis of 2-oxazolines with molecular iodine under ultrasound irradiation
Xiao, Nan,Wang, Sen Hao,Zhang, Ai Ying,Li, Hong Yang,Wang, Peng,Li, Wei,Chen, Bao Hua,Chen, Guo Feng,Li, Na
, p. 9731 - 9742 (2016/01/12)
A series of 2-oxazolines were prepared by the condensation of aldehydes with 2-aminoethanol in the presence of molecular iodine and potassium carbonate in t-BuOH at 35-40 °C under ultrasound irradiation. The easy work-up procedure and moderate to good yie
S-Co(II) cascade catalysis: Cyclocondensation of aromatic nitriles with alkamine
Ge, Haixia,Liu, Ping,Li, Xiangnan,Sun, Wei,Li, Jianli,Yang, Bingqin,Shi, Zhen
, p. 6591 - 6597 (2013/07/26)
A solvent-free S/Co(NO3)2 cascade catalyzed cyclocondensation reaction of aromatic nitriles with 3-amino-1-propanol or 2-aminoethanol has been successfully developed under thermal and microwave conditions. By this two-component protocol, mono- and bis-oxazines and oxazolines were selectively synthesized both in good to excellent yields and short reaction times. This catalytic system exhibits excellent chemoselectivity, and can be reused at least seven times without significant loss of activity in subsequent reactions.
DDQ-induced dehydrogenation of heterocycles for c-c double bond formation: Synthesis of 2-thiazoles and 2-oxazoles
Li, Xiangnan,Li, Cheng,Yin, Bing,Li, Cong,Liu, Ping,Li, Jianli,Shi, Zhen
supporting information, p. 1408 - 1411 (2013/07/26)
Strong as an Ox: 2-Thiazoles and 2-oxazoles are formed by oxidation of 2-thiazolines and 2-oxazolines without requiring substituents at the C4 and C5 positions. DDQ plays an important role as the oxidant in this transformation and metal is unnecessary. This general procedure shows good functional group tolerance and provides a wide variety of 2-thiazoles and 2-oxazoles in moderate to excellent yields.
