88382-63-2Relevant academic research and scientific papers
Radical C?N Borylation of Aromatic Amines Enabled by a Pyrylium Reagent
Chabbra, Sonia,Cornella, Josep,Leutzsch, Markus,Ma, Yuanhong,Niski, Jan,Pang, Yue,Reijerse, Edward J.,Schnegg, Alexander
supporting information, (2020/03/23)
Herein, we report a radical borylation of aromatic amines through a homolytic C(sp2)?N bond cleavage. This method capitalizes on a simple and mild activation via a pyrylium reagent (ScPyry-OTf) thus priming the amino group for reacti
"bulky-Yet-Flexible" α-Diimine Palladium-Catalyzed Reductive Heck Cross-Coupling: Highly Anti-Markovnikov-Selective Hydroarylation of Alkene in Air
Yang, Xu-Wen,Li, Dong-Hui,Song, A-Xiang,Liu, Feng-Shou
, p. 11750 - 11765 (2020/10/23)
To pursue a highly regioselective and efficient reductive Heck reaction, a series of moisture-and air-stable α-diimine palladium precatalysts were rationally designed, readily synthesized, and fully characterized. The relationship between the structures of the palladium complexes and the catalytic properties was investigated. It was revealed that the"bulky-yet-flexible"palladium complexes allowed highly anti-Markovnikov-selective hydroarylation of alkenes with (hetero)aryl bromides under aerobic conditions. Further synthetic application of the present protocol could provide rapid and straightforward access to functional and biologically active molecules.
Pd-Catalyzed reductive heck reaction of olefins with aryl bromides for Csp2-Csp3 bond formation
Jin, Liqun,Qian, Jiaxia,Sun, Nan,Hu, Baoxiang,Shen, Zhenlu,Hu, Xinquan
supporting information, p. 5752 - 5755 (2018/06/07)
We developed a Pd-catalyzed intermolecular reductive Heck reaction to construct Csp2-Csp3 bonds between aryl bromides and olefins. Various styrene derivatives, acyclic and cyclic alkenes, were well tolerated to couple with varied aryl bromides in linear selectivity. Kinetic and deuterium labeling experiments suggested that i-PrOH provides a hydride through β-H elimination.
Electron transfer-induced coupling of haloarenes to styrenes and 1,1-diphenylethenes triggered by diketopiperazines and potassium tert-butoxide
Doni, Eswararao,Zhou, Shengze,Murphy, John A.
, p. 1755 - 1774 (2015/02/05)
The coupling of haloarenes to styrenes and 1,1-diarylethenes has been achieved with potassium tert-butoxide in the presence of N,N'-dialkyldiketopiperazines. In contrast to previously reported reactions where phenanthroline has been used to mediate the reactions, the use of diketopiperazines can lead to either 1,1,2-triarylethenes or 1,1,2-triarylethanes, depending on the conditions used.
Visible-light photocatalytic reduction of sulfonium salts as a source of aryl radicals
Donck, Simon,Baroudi, Abdulkader,Fensterbank, Louis,Goddard, Jean-Philippe,Ollivier, Cyril
supporting information, p. 1477 - 1482 (2013/06/27)
Triarylsulfonium salts are prompted to undergo efficient homolytic reduction by single electron transfer under mild photocatalytic conditions. The liberated aryl radical can then participate in carbon-carbon bond formation processes with allyl sulfones and activated olefins. Triarylsulfonium salts emerge as a valuable and alternative source of aryl radicals for synthesis. Copyright
