67223-12-5Relevant academic research and scientific papers
Organocatalytic asymmetric synthesis of 1,1-diarylethanes by transfer hydrogenation
Wang, Zhaobin,Ai, Fujin,Wang, Zheng,Zhao, Wanxiang,Zhu, Guangyu,Lin, Zhenyang,Sun, Jianwei
, p. 383 - 389 (2015/01/30)
A new organocatalytic transfer hydrogenation strategy for the asymmetric synthesis of 1,1-diarylethanes is described. Under mild conditions, a range of 1,1-diarylethanes substituted with an o-hydroxyphenyl or indole unit could be obtained with excellent efficiency and enantioselectivity. We also extended the protocol to an unprecedented asymmetric hydroarylation of 1,1-diarylalkenes with indoles for the synthesis of a range of highly enantioenriched 1,1,1-triarylethanes bearing acyclic all-carbon quaternary stereocenters. These diaryl- and triarylethanes exhibit impressive cytotoxicity against a number of human cancer cell lines. Preliminary mechanistic studies combined with DFT calculations provided important insight into the reaction mechanism.
Dehydrative C-H alkylation and alkenylation of phenols with alcohols: Expedient synthesis for substituted phenols and benzofurans
Lee, Dong-Hwan,Kwon, Ki-Hyeok,Yi, Chae S.
supporting information; experimental part, p. 7325 - 7328 (2012/06/16)
A well-defined cationic Ru-H complex catalyzes the dehydrative C-H alkylation reaction of phenols with alcohols to form ortho-substituted phenol products. Benzofuran derivatives are efficiently synthesized from the dehydrative C-H alkenylation and annulation reaction of phenols with 1,2-diols. The catalytic C-H coupling method employs cheaply available phenols and alcohols, exhibits a broad substrate scope, tolerates carbonyl and amine functional groups, and liberates water as the only byproduct.
Microwave-accelerated alkylation of arenes/heteroarenes with benzylic alcohols using antimony(III) chloride as catalyst: Synthesis of O-heterocycles
Shukla, Prashant,Choudhary, Manoj K.,Nayak, Sandip K.
supporting information; experimental part, p. 1585 - 1591 (2011/08/03)
An efficient protocol for alkylation of electron-rich arenes/heteroarenes with benzylic alcohols under microwave irradiation using antimony(III) chloride as catalyst has been developed. The mild reaction conditions, high yields, operational simplicity, and applicability to various substrates render the approach a useful route for the synthesis of diaryl/triarylalkane. In addition, a new route for the conversion of ortho-alkenylated phenols into functionalized O-heterocycles has been accomplished. Georg Thieme Verlag Stuttgart ? New York.
Efficient and general continuous-flow hydroarylation and hydroalkylation of styrenes
Rueping, Magnus,Bootwicha, Teerawut,Sugiono, Erli
experimental part, p. 2961 - 2965 (2011/02/22)
A simple and efficient continuous-flow hydroarylation of arenes and heteroarenes using various styrenes in conjunction with a heterogeneous catalyst has been developed. Additionally, this method has been successfully extended to the hydroalkylation of styrenes by employing 1,3-dicarbonyl compounds as the nucleophile. Multigram quantities of diarylmethanes have been prepared using this new flow method. Copyright
A convenient FeCl3-catalyzed hydroarylation of styrenes
Kischel, Jette,Jovel, Irina,Mertins, Kristin,Zapf, Alexander,Beller, Matthias
, p. 19 - 22 (2007/10/03)
(Chemical Equation Presented) 1,1-Diarylalkanes are easily synthesized by CH-functionalization reactions of electron-rich arenes and heteroarenes with styrenes in the presence of FeCl3 as catalyst.
