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Metal-free visible-light-driven cascade cyclization reaction to synthesize 2-oxindoles via benzoyl and phenylsulfinyl radicals with acrylamide derivatives.
Sun, Xin; Zhu, Jing-Ping; Qiu, Qing-Chuang; He, Ya-Li; Hu, Da-Rong; Li, Xin-Ling; Lu, Gui-Ping; Yuan, Ying-Hui; Zhang, Xiang-Fei; Xu, Xiaobo; Yu, Miao; Wu, Bin.
Affiliation
  • Sun X; School of Chemistry and Pharmaceutical Engineering, Huanghuai University, Zhumadian 463000, China. sunxin@bjmu.edu.cn.
  • Zhu JP; School of Chemistry and Pharmaceutical Engineering, Huanghuai University, Zhumadian 463000, China. sunxin@bjmu.edu.cn.
  • Qiu QC; School of Chemistry and Pharmaceutical Engineering, Huanghuai University, Zhumadian 463000, China. sunxin@bjmu.edu.cn.
  • He YL; School of Chemistry and Pharmaceutical Engineering, Huanghuai University, Zhumadian 463000, China. sunxin@bjmu.edu.cn.
  • Hu DR; School of Chemistry and Pharmaceutical Engineering, Huanghuai University, Zhumadian 463000, China. sunxin@bjmu.edu.cn.
  • Li XL; School of Chemistry and Pharmaceutical Engineering, Huanghuai University, Zhumadian 463000, China. sunxin@bjmu.edu.cn.
  • Lu GP; School of Chemistry and Pharmaceutical Engineering, Huanghuai University, Zhumadian 463000, China. sunxin@bjmu.edu.cn.
  • Yuan YH; School of Chemistry and Pharmaceutical Engineering, Huanghuai University, Zhumadian 463000, China. sunxin@bjmu.edu.cn.
  • Zhang XF; School of Chemistry and Pharmaceutical Engineering, Huanghuai University, Zhumadian 463000, China. sunxin@bjmu.edu.cn.
  • Xu X; School of Chemistry and Pharmaceutical Engineering, Huanghuai University, Zhumadian 463000, China. sunxin@bjmu.edu.cn.
  • Yu M; School of Chemistry and Pharmaceutical Engineering, Huanghuai University, Zhumadian 463000, China. sunxin@bjmu.edu.cn.
  • Wu B; School of Pharmaceutical Sciences, South-Central Minzu University, Wuhan 430074, China. 2015084@mail.scuec.edu.cn.
Org Biomol Chem ; 20(41): 8042-8048, 2022 10 26.
Article in En | MEDLINE | ID: mdl-36200914
ABSTRACT
A metal-free visible-light-driven cascade cyclization reaction to synthesize 3-methyl-3-acetophenone-2-oxindoles and 3-methyl-3-(methylsulfonyl)benzene-2-oxindoles in yields up to 96% and 99%, via benzoyl and phenylsulfinyl radicals with acrylamide derivatives is reported, respectively. Extensive studies, including gram-scale, radical capture and isotope experiments, were performed to indicate that the reaction may involve a radical process.
Subject(s)
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Benzene / Acrylamide Language: En Journal: Org Biomol Chem Journal subject: BIOQUIMICA / QUIMICA Year: 2022 Document type: Article Affiliation country: China
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Benzene / Acrylamide Language: En Journal: Org Biomol Chem Journal subject: BIOQUIMICA / QUIMICA Year: 2022 Document type: Article Affiliation country: China