1491270-74-6Relevant articles and documents
A metal-free synthesis of oxindoles by a radical addition-cyclization onto N-arylacrylamides with xanthates
Wang, Shucheng,Huang, Xuhu,Li, Bowen,Ge, Zemei,Wang, Xin,Li, Runtao
, p. 1869 - 1875 (2015)
A convenient, high yielding synthesis of oxindoles by metal-free di-functionalization of alkenes with xanthates has been developed. This transformation involves a radical addition/cyclization process. Various arylalkylation products including alkyl ester-, benzyl-, cyano-, ketone-, amine-, and amide-substituted oxindoles were prepared in good to excellent yields.
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).
Electrochemical cobalt-catalyzed C-H or N-H oxidation: A facile route to synthesis of substituted oxindoles
Yu, Yue,Zheng, Peifeng,Wu, Yuanheng,Ye, Xiaoyi
supporting information, p. 8917 - 8921 (2018/12/10)
Two comparable protocols for the electrochemical cobalt-catalyzed C-H/N-H oxidation have been exploited for the synthesis of substituted oxindoles via radical pathways. The electrochemical cobalt-catalyzed system was demonstrated to be efficient and eco-friendly and avoided the use of stoichiometric oxidants to afford the arylation or alkylation products in good yields at room temperature.