33745-48-1Relevant academic research and scientific papers
Pd-Catalyzed Vinylation of Aryl Halides with Inexpensive Organosilicon Reagents Under Mild Conditions
Yang, Chu-Ting,Han, Jun,Liu, Jun,Li, Yi,Zhang, Fan,Yu, Hai-Zhu,Hu, Sheng,Wang, Xiaolin
supporting information, p. 10324 - 10328 (2018/07/31)
Pd-catalyzed Hiyama vinylation reaction of non-activated aryl chlorides and bromides under mild conditions was developed. The use of efficient vinyl donors and electron-rich sterically hindered phosphine ligands was critical for the success of the reaction. The products of this transformation can be used for Am/Cm separation, an important challenge in nuclear fuel reprocessing. The substituent effect on Am/Cm separating selectivity was also achieved, which could contribute to the development of new chromatographic materials for the separation of Am and Cm.
Synthesis of Functionalized Alkenes by a Transition-Metal-Free Zweifel Coupling
Armstrong, Roly J.,Niwetmarin, Worawat,Aggarwal, Varinder K.
supporting information, p. 2762 - 2765 (2017/05/24)
The Zweifel reaction is a powerful method for the synthesis of alkenes, serving as a transition-metal-free alternative to the Suzuki-Miyaura reaction. To date, the scope of the Zweifel coupling has been rather narrow and has focused mainly on the coupling of vinyllithium reagents to synthesize simple aryl- and alkyl-substituted olefins. Herein, the development of a general transition-metal-free coupling process enabling the coupling of Grignard reagents or organolithiums is described. This method enables the enantiospecific synthesis of a wide variety of functionalized acyclic and cyclic olefin products.
Nickel-catalyzed vinylation of aryl chlorides and bromides with vinyl ZnBr · MgBrCl
Yamamoto, Tetsuya,Yamakawa, Tetsu
supporting information; experimental part, p. 3603 - 3605 (2009/09/06)
The Ni-catalyzed cross-coupling of aryl halides and vinylzinc bromide for the synthesis of styrene derivatives was investigated. Of the catalysts surveyed, the combination of Ni(acac)2 and Xantphos was found to be the most effective for this cr
Palladium-phosphinous acid-catalyzed cross-coupling of aryl and acyl halides with aryl-, alkyl-, and vinylzinc reagents
Xu, Hanhui,Ekoue-Kovi, Kekeli,Wolf, Christian
, p. 7638 - 7650 (2008/12/22)
(Chemical Equation Presented) Several palladium-phosphinous acids have been prepared and employed in cross-coupling reactions of aryl or acyl halides with aliphatic and aromatic organozinc reagents. The POPd7-catalyzed reaction of aryl halides, including electron-rich aryl chlorides, and arylzinc reagents was found to afford biaryls exhibiting alkoxy, alkylthio, amino, ketone, cyano, nitro, ester, and heteroaryl groups in 75-93% yield. Excellent results were obtained with sterically hindered substrates which gave di- and tri-ortho-substituted biaryls in up to 92% yield. Aryl halides also undergo POPd7-catalyzed aryl-vinyl and aryl-alkyl bond formation under mild conditions. Styrenes and alkylarenes were prepared in 79-93% yield from aryl halides and vinyl or alkylzinc reagents. The replacement of aryl halides by acyl halides provides access to ketones which were produced in up to 98% yield when POPd was used as catalyst. This approach overcomes the limited substrate scope, reduced regiocontrol, and low functional group tolerance of traditional Friedel-Crafts acylation methods.
1-methyl-1-vinyl- and 1-methyl-1-(prop-2-enyl)silacyclobutane: Reagents for palladium-catalyzed cross-coupling reactions of aryl halides
Denmark, Scott E.,Wang, Zhigang
, p. 999 - 1003 (2007/10/03)
1-Methyl-1-vinylsilacyclobutane (1) and 1-methyl-1(prop-2- enyl)silacyclobutane (2) undergo rapid and high yielding cross-coupling with aromatic halides. Many different substituents and patterns on the aromatic moiety are tolerated. All reactions can be r
