1491270-80-4Relevant academic research and scientific papers
Oxidative 1,2-difunctionalization of activated alkenes with benzylic C(sp3)-H bonds and aryl C(sp2)-H bonds
Zhou, Ming-Bo,Wang, Cheng-Yong,Song, Ren-Jie,Liu, Yu,Wei, Wen-Ting,Li, Jin-Heng
, p. 10817 - 10819 (2013)
DTBP (di-tert-butyl peroxide) is utilized to mediate oxidative 1,2-difunctionalization of activated alkenes with an aryl C(sp2)-H bond and a benzylic C(sp3)-H bond for the synthesis of functionalized oxindoles. This reaction is a new organomediated strategy for alkene difunctionalization facilitated by Lewis acids. The Royal Society of Chemistry 2013.
Discovery of an Oxidative System for Radical Generation from Csp3-H Bonds: A Synthesis of Functionalized Oxindoles
Zhang, Ming-Zhong,Li, Wan-Ting,Li, Yuan-Yuan,Wang, Qi,Li, Chong,Liu, Yan-Hao,Yin, Jin-Xing,Yang, Xin,Huang, Huisheng,Chen, Tieqiao
, p. 15544 - 15557 (2021/10/20)
A facile and versatile method for generating radicals from Csp3-H bonds under metal-free and organic-peroxide-free conditions was developed. By combining safe persulfate and low-toxic quaternary ammonium salt, a wide variety of Csp3-H compounds including ethers, (hetero)aromatic/aliphatic ketones, alkylbenzenes, alkylheterocycles, cycloalkanes, and haloalkanes were selectively activated to generate the corresponding C-centered radicals, which could be further captured by N-arylacrylamides to deliver the valuable functionalized oxindoles. Good functional group tolerance was demonstrated. The useful polycarbonyl compound and esters were also modified with the strategy. Moreover, the combination can also be applied to the practical coupling between simple haloalkanes and N-hydroxyphthalimide (NHPI).
Free-radical cascade Alkylarylation of Alkenes with simple Alkanes: Highly efficient access to Oxindoles via selective (sp3)C-H and (sp 2)C-H Bond functionalization
Li, Zejiang,Zhang, Ye,Zhang, Lizhi,Liu, Zhong-Quan
supporting information, p. 382 - 385 (2014/04/03)
A copper-catalyzed alkylarylation of alkenes with simple alkanes was achieved, which not only provided an efficient method to prepare various alkyl-substituted oxindoles, but also represented a novel strategy for selective sp3 C-H functionalization/C-C bond formation via a free-radical cascade process. Additionally, selective activation of unactivated (sp 3)C-H and (sp2)C-H bonds by one single step is achieved in this system, which would also provide a novel strategy for raising efficiency in C-H bond functionalization.
Copper-catalyzed oxidative benzylarylation of acrylamides by benzylic C-H bond functionalization for the synthesis of oxindoles
Zhou, Shi-Liu,Guo, Li-Na,Wang, Hua,Duan, Xin-Hua
supporting information, p. 12970 - 12973 (2013/10/01)
Radically changing benzyls: An efficient method for the benzylarylation of activated alkenes has been developed through a copper-catalyzed tandem radical addition/cyclization strategy (see scheme). This oxidative coupling between acrylamides and benzylic hydrocarbons provides access to diverse alkyl-substituted oxindoles in good to excellent yields. A variety of functional groups were tolerated in this transformation (TBPB=tert-butylperoxy benzoate). Copyright
