24942-82-3Relevant academic research and scientific papers
Synthesis of Highly Substituted Arenes via Cyclohexadiene-Alkene C-H Cross Coupling and Aromatization
Bhunia, Anup,Studer, Armido
, p. 1213 - 1217 (2018/02/14)
The development of a cross-coupling method for the regioselective β-alkenylation of 2,5-cyclohexadiene carboxylic acid derivatives to form ortho-alkenylarenes through in situ decarboxylation and aromatization is described. The carboxylic acid functionality is used as a traceless directing group for efficient and mild β-alkenylation. The modular sequence comprises a reductive Birch α-alkylation, ionic ?-alkylation followed by a Pd-catalyzed decarboxylative β-alkenylation with subsequent aromatization resulting in an overall three-fold ipso-para-ortho functionalization of readily accessed benzoic acid derivatives. Efficient synthesis of various alkyl-alkenylarenes under mild conditions in moderate to excellent yields is presented.
NCN pincer palladium complexes based on 1,3-dipicolyl-3,4,5,6-tetrahydropyrimidin-2-ylidenes: Synthesis, characterization and catalytic activities
Yang, Liangru,Zhang, Xinchi,Mao, Pu,Xiao, Yongmei,Bian, Huanyu,Yuan, Jinwei,Mai, Wenpeng,Qu, Lingbo
, p. 25723 - 25729 (2015/10/20)
The synthesis of novel pincer palladium complexes containing ring expanded six-membered N-heterocyclic carbenes (NHCs) via direct metallation of the precursors tetrahydropyrimidin-1-ium hexafluorophosphates in the presence of NaN(SiMe3)2 is presented. The structure has been characterized unambiguously by X-ray single crystal analysis. Catalytic activity investigation showed that the complexes catalyzed the Heck reaction of aryl bromides with acrylate/styrene efficiently when using Et3N as base and DMA as solvent.
N-heterocyclic carbene-palladium(II)-1-methylimidazole complex catalyzed Mizoroki-Heck reaction of aryl chlorides with styrenes
Gao, Ting-Ting,Jin, Ai-Ping,Shao, Li-Xiong
supporting information, p. 1916 - 1919 (2013/01/16)
A well-defined N-heterocyclic carbene-palladium(II)-1-methylimidazole [NHC-Pd(II)-Im] complex 1 was found to be an effective catalyst for the Mizoroki-Heck reaction of a variety of aryl chlorides with styrenes. Both activated and deactivated aryl chlorides work well to give the corresponding coupling products in good to excellent yields by using tetrabutylammonium bromide (TBAB) as the ionic liquid.
Straightforward synthesis of phenanthrenes from styrenes and arenes
Li, Hu,He, Ke-Han,Liu, Jia,Wang, Bi-Qin,Zhao, Ke-Qing,Hu, Ping,Shi, Zhang-Jie
supporting information; experimental part, p. 7028 - 7030 (2012/08/07)
Semi-one-pot synthesis of phenanthrenes from styrenes and arenes was developed through cross-dehydrogenative coupling. A sequence of Heck-type coupling and photo-cyclization were involved and a variety of functionalities were tolerated. This method provides an effective and practical protocol towards the synthesis of substituted phenanthrenes. The Royal Society of Chemistry 2012.
Method For Decarboxylating C-C Cross-Linking Of Carboxylic Acids With Carbon Electrophiles
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Page/Page column 4; 7, (2008/12/07)
The invention relates to a method for decarboxylating C—C bond formation by reacting carboxylic salts with carbon electrophiles in the presence of transition metal compounds as catalysts. The method represents a decarboxylating C—C bond formation of carboxylic acid salts with carbon electrophiles, wherein the catalyst contains two transition metals and/or transition metal compounds, from which one is present, preferably, in the oxidation step, which are different from each other by one unit, and catalyzes a radical decarboxylation which is absorbed during the second oxidation steps, which are different from each other by two units and catalyzes the two electron processes of a C—C bond formation reaction.
Simple ruthenium precatalyst for the synthesis of stilbene derivatives and ring-closing metathesis in the presence of styrene initiators
Lo, Cheikh,Cariou, Renan,Fischmeister, Cedric,Dixneuf, Pierre H.
, p. 546 - 550 (2008/02/08)
The ruthenium complex RuCl2(p-cymene)(IMes) was found to be an efficient precatalyst, with styrene as an initiating species, for the alkene metathesis of various styrenes into symmetrical and unsymmetrical stilbene derivatives and for the ring-closing metathesis reaction of a sterically hindered olefin leading to a tetrasubstituted cycloolefin.
Microwave enhanced cross-coupling reactions involving alkenyl- and alkynyltrifluoroborates
Kabalka, George W.,Al-Masum, Mohammad,Mereddy, Arjun R.,Dadush, Eric
, p. 1133 - 1136 (2007/10/03)
Cross-coupling reactions of potassium arylvinyltrifluoroborates with aryl iodides in the presence of a palladium catalyst occur rapidly utilizing microwave irradiation. The coupled products are produced in excellent yields. Alkynyltrifluoroborates also undergo the coupling reaction.
