62681-29-2Relevant academic research and scientific papers
Rhodium-Catalyzed C-S and C-N Functionalization of Arenes: Combination of C-H Activation and Hypervalent Iodine Chemistry
Wang, Fen,Yu, Xinzhang,Qi, Zisong,Li, Xingwei
supporting information, p. 511 - 516 (2016/01/12)
Rhodium-catalyzed sulfonylation, thioetherification, thiocyanation, and other heterofunctionalizations of arenes bearing a heterocyclic directing group have been realized. The reaction proceeds by initial RhIII-catalyzed C-H hyperiodination of
Gold-Catalyzed β-Regioselective Formal [3 + 2] Cycloaddition of Ynamides with Pyrido[1,2-b]indazoles: Reaction Development and Mechanistic Insights
Yu, Yinghua,Chen, Gui,Zhu, Lei,Liao, Yun,Wu, Yufeng,Huang, Xueliang
, p. 8142 - 8154 (2016/09/28)
Here, we report an unprecedented gold(I)-induced β-site regioselective formal [3 + 2] cycloaddition of ynamides with pyrido[1,2-b]indazoles, giving 3-amido-7-(pyrid-2′-yl)indoles in good to excellent yields. A complex of gold(I) catalyst with ynamide was isolated and characterized by X-ray diffraction analysis for the first time. Mechanistic investigations suggest the reaction pathway involves a gold-stabilized carbocation intermediate, which in turn participated in sequential C-H bond functionalization of the ortho-position of the phenyl ring.
Copper-catalysed regioselective azidation of arenes by C-H activation directed by pyridine
Azad, Chandra S.,Narula, Anudeep K.
, p. 100223 - 100227 (2015/12/04)
A novel and efficient copper-catalysed pyridine directed ortho-azidation of arenes has been developed using safe and stable benzotriazole sulphonyl azide as the azidating agent. A variety of organo azides have been synthesized with electron donor and with
Development of a Suzuki cross-coupling reaction between 2-azidoarylboronic pinacolate esters and vinyl triflates to enable the synthesis of [2,3]-fused indole heterocycles
Jana, Navendu,Nguyen, Quyen,Driver, Tom G.
, p. 2781 - 2791 (2014/04/17)
The scope and limitations of a Suzuki reaction between 2-azidoarylboronic acid pinacolate esters and vinyl triflates are reported. This cross-coupling reaction enables the regioselective synthesis of indoles after a subsequent RhII2-catalyzed sp2-C-H bond amination reaction.
Rhodium(III)-catalyzed azidation and nitration of arenes by C-H activation
Xie, Fang,Qi, Zisong,Li, Xingwei
supporting information, p. 11862 - 11866 (2013/11/19)
Getting a handle on it: In the chelation-assisted title reactions in the presence of a hypervalent iodine oxidant, sodium azide and sodium nitrite served as readily available nitrogen sources, and pyridine, pyrimidine, and pyrazole substituents were effic
RhII2-catalyzed synthesis of α-, β-, or δ-carbolines from aryl azides
Pumphrey, Ashley L.,Dong, Huijun,Driver, Tom G.
supporting information; experimental part, p. 5920 - 5923 (2012/08/07)
Approaching all isomers: A range of α-, β- and δ-carbolinium ions are readily available from ortho-substituted aryl azides using a rhodium(II) carboxylate catalyst (see scheme). The carbolinium ions are readily reduced to afford tryptolines or deprotonated to access pyridoindoles. This [RhII2]-catalyzed C-H bond amination was used in the synthesis of (±)-horsfiline and neocryptolepine. esp=α,α,α',α'- tetramethyl-1,3-benzenedipropionate. Copyright
Functionalizations of aryl C-H bonds in 2-arylpyridines via sequential borylation and copper catalysis
Niu, Liting,Yang, Haijun,Yang, Daoshan,Fu, Hua
supporting information, p. 2211 - 2217 (2012/11/07)
Selective functionalizations of aryl C-H bonds in 2-arylpyridines have been developed via sequential borylation and aerobic oxidative copper catalysis, and the corresponding aryl halides, sulfones, azides and arylamines were obtained in good yields. The protocol uses cheap and readily available boron tribromide (BBr3) as the borylating reagent, and inorganic salts (potassium iodide, ammonium bromide, sodium alkylsulfinates, sodium azide) as the functional group sources. This method makes functionalizations of aryl C-H bonds easy. Copyright
Iminophosphorane-mediated annelation of a pyridine ring into a preformed pyridine one: Synthesis of naphthyridine, pyrido[1,2-c]pyrimidine and pyrido[1,2-c]quinazoline derivatives
Molina,Lorenzo,Aller
, p. 4601 - 4616 (2007/10/02)
Aza Wittig-type reaction of iminophosphoranes 2 and 6, prepared from 4- and 3-formylpyridines by sequential treatment with ethyl azidoacetate and triphenylphosphine, with isocyanates leads to 2,7-naphthyridine 4, 1,7-naphthrydine 7 and 2,6-naphthyridine 8
