155560-19-3Relevant academic research and scientific papers
Aryltrifluoromethylative cyclization of unactivated alkenes by the use of PhICF3Cl under catalyst-free conditions
Guo, Jia,Xu, Cong,Liu, Xiaowei,Wang, Mang
, p. 2162 - 2168 (2019)
A concise and catalyst-free aryltrifluoromethylative cyclization of unactivated alkenes has been developed herein. The use of PhICF3Cl as a powerful trifluoromethylating agent allows easy transformations. A set of trifluoroethylated carbocycles and aza-hereocycles were efficiently synthesized in good yield and selectivity. A broad substrate scope, mild reaction conditions, and easy operation would make this method well-suited for applications.
Diastereoselective Allylation of Aldehydes by Dual Photoredox and Chromium Catalysis
Schwarz, J. Luca,Sch?fers, Felix,Tlahuext-Aca, Adrian,Lückemeier, Lukas,Glorius, Frank
supporting information, p. 12705 - 12709 (2018/10/09)
Herein, we report the redox-neutral allylation of aldehydes with readily available electron-rich allyl (hetero-) arenes, β-alkyl styrenes and allyl-diarylamines. This process was enabled by the combination of photoredox and chromium catalysis, which allowed a range of homoallylic alcohols to be prepared with high levels of selectivity for the anti diastereomer. Mechanistic investigations support the formation of an allyl chromium intermediate from allylic C(sp3)-H bonds and thus significantly extends the scope of the venerable Nozaki-Hiyama-Kishi reaction.
Catalytic, atom-economical radical arylation of epoxides
Gansaeuer, Andreas,Behlendorf, Maike,Von Laufenberg, Daniel,Fleckhaus, Andre,Kube, Christian,Sadasivam, Dhandapani V.,Flowers II, Robert A.
supporting information; experimental part, p. 4739 - 4742 (2012/06/30)
A slow electron waltz: Catalysis in single-electron steps with radicals as intermediates is essential for an atom-economical arylation of epoxides with a proton-coupled electron transfer as a key step. Stabilization of the catalyst is essential for low catalyst loading, as demonstrated by reaction-progress kinetic analysis, cyclic voltammetry, and calculations. Copyright
Titanocene(III)-catalyzed conversion of N-(epoxyalkyl)anilines into indolines
MacIejewski, John P.,Wipf, Peter
experimental part, p. 92 - 119 (2011/06/20)
Densely substituted indolines and azaindolines can be obtained by the titanocene(III) chloride catalyzed reductive opening of N-(oxiran-2-ylmethyl) anilines. The reaction optimization, substrate scope, and limitations are discussed, and a mechanistic pathway for the epoxideopening rearrangement is proposed. ARKAT-USA, Inc.
Titanocene(III)-catalyzed formation of indolines and azaindolines
Wipf, Peter,Maciejewski, John P.
supporting information; experimental part, p. 4383 - 4386 (2009/05/30)
(Chemical Equation Presented) Reductive cyclization of epoxides tethered to substituted anilines and aminopyridines in the presence of 3 mol % of titanocene dichloride and stoichiometric manganese metal promotes a radical annulation to form 3,3-disubstituted indolines and azaindolines.
