153704-11-1Relevant articles and documents
Heterogeneous palladium-catalysed intramolecular C(sp3)[sbnd]H α-arylation for the green synthesis of oxindoles
Anastasiou, Ioannis,Chen, Shaomin,Ferlin, Francesco,Gu, Yanglong,Liu, Ping,Minio, Francesco,Salameh, Nihad,Santoro, Stefano,Vaccaro, Luigi
, (2022/03/27)
Herein, we present our results on the development of a waste-minimized protocol for the synthesis of oxindoles using cyclopentyl methyl ether (CPME) as a safe and green reaction medium and palladium on carbon (Pd/C) as a reusable catalyst. This protocol is efficiently applied to a variety of substrates affording products with excellent yields, minimal metal contamination and minimum waste production. The catalyst was recovered and reused for four consecutive runs without any apparent loss of efficiency. Moreover, products were isolated by simple precipitation from heptane with no need for chromatographic separations, and both CPME and heptane were recovered. Waste-minimization is reflected by the low E-factor calculated for the presented protocol.
Cobalt(II)-catalyzed regioselective C-H halogenation of anilides
Li, Ze-lin,Sun, Kang-kang,Cai, Chun
supporting information, p. 5433 - 5440 (2018/08/12)
A cobalt-catalyzed regioselective C-H halogenation methodology is reported herein. The highlight of this work is the highly selective C-H functionalization of anilides, which results in high-yielding, versatile, and practical halogenated products. Thereby, brominations, chlorinations and iodinations of many electron-rich and electron-deficient anilides were achieved in a highly selective fashion. Mechanistic studies with respect to the pathway of the reaction are also described.
Solid-phase approach to tetrahydroquinolones using a sulfur linker cleaved by SmI2
Turner, Kristy L.,Baker, Thomas M.,Islam, Saidul,Procter, David J.,Stefaniak, Mark
, p. 329 - 332 (2007/10/03)
A sulfur α-heteroatom-substituted carbonyl (HASC) linker has been utilized in a solid-phase approach to tetrahydroquinolones. The route illustrates the compatibility of the linker system with palladium-catalyzed transformations and its utility for library synthesis. The linker is cleaved by electron transfer from samarium(II) iodide.
