3341-65-9Relevant academic research and scientific papers
Ni-Catalyzed Reductive Arylcyanation of Alkenes
Li, Hengxu,Chen, Jiachang,Dong, Jueqi,Kong, Wangqing
supporting information, p. 6466 - 6470 (2021/08/23)
We disclose a Ni-catalyzed reductive arylcyanation of alkene using environmentally benign and nontoxic organo cyanating reagent N-cyano-N-phenyl-p-toluenesulfonamide. This reaction provides a new method for the rapid synthesis of cyano-substituted oxindoles and isoquinoline-1,3-diones and features high functional group tolerance. In addition, an enantioselective version was developed for the construction of enantiomerically enriched 3-cyanomethyl oxindole. This method has also been applied to the synthesis of natural alkaloids (+)-esermethole and (+)-physostigmine.
Cyanomethylation of Substituted Fluorenes and Oxindoles with Alkyl Nitriles
Hong, Gang,Kozlowski, Marisa C.,Nahide, Pradip D.
supporting information, (2020/03/03)
The first example of metal-free cyanomethylenation from alkyl nitriles of sp3 C-H bonds to afford quaternary carbon centers is described. This oxidative protocol is operationally simple and features good functional group compatibility. This method provides a novel approach to highly functionalized fluorene and oxindole derivatives, which are commonly used in material and pharmaceutical areas. Control experiments provide evidence of a radical reaction process.
Carboiodination Catalyzed by Nickel
Yoon, Hyung,Marchese, Austin D.,Lautens, Mark
, p. 10950 - 10954 (2018/09/11)
A novel nickel-catalyzed cycloisomerization reaction forming a new carbon-carbon bond while preserving the carbon-halogen bond has been developed. A cheap and readily available Ni-catalyst is employed to generate nitrogen containing heterocycles in good t
Palladium(II)/N-Heterocyclic Carbene Catalyzed One-Pot Sequential α-Arylation/Alkylation: Access to 3,3-Disubstituted Oxindoles
Reddy Panyam, Pradeep Kumar,Ugale, Bharat,Gandhi, Thirumanavelan
, p. 7622 - 7632 (2018/06/22)
Rationally designed fluorene-based mono- and bimetallic Pd-PEPPSI complexes were synthesized and demonstrated to be effective for the one-pot sequential α-arylation/alkylation of oxindoles. This streamlined approach offers efficient access to functionalized 3,3-disubstituted oxindoles in excellent yields (up to 89%) under mild reaction conditions.
Nickel-Catalyzed Intramolecular Arylcyanation for the Synthesis of 3,3-Disubstituted Oxindoles
Yen, Andy,Lautens, Mark
, p. 4323 - 4327 (2018/07/29)
A nickel-catalyzed arylcyanation reaction for the synthesis of 3,3-disubstituted oxindoles has been developed. This method features a bench-stable precatalyst system and serves as an economical alternative to the existing palladium-catalyzed arylcyanations described to date. A wide scope of oxindole products were accessible in moderate to good yields, and the rich chemistry of the newly installed nitrile functional group was demonstrated in the synthesis of various oxindole derivatives.
