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Direct Cyclopropanation of Quinolinium Zwitterionic Thiolates via Dearomative Reactions.
Jin, Qiaomei; Jiang, Cuihua; Gao, Meng; Zhang, Dongjian; Hu, Shihe; Zhang, Jian.
Affiliation
  • Jin Q; Affiliated Hospital of Integrated Traditional Chinese and Western Medicine, Nanjing University of Chinese Medicine, Nanjing 210028, Jiangsu, China.
  • Jiang C; Laboratories of Translational Medicine, Jiangsu Province Academy of Traditional Chinese Medicine, Nanjing 210028, Jiangsu, China.
  • Gao M; Affiliated Hospital of Integrated Traditional Chinese and Western Medicine, Nanjing University of Chinese Medicine, Nanjing 210028, Jiangsu, China.
  • Zhang D; Laboratories of Translational Medicine, Jiangsu Province Academy of Traditional Chinese Medicine, Nanjing 210028, Jiangsu, China.
  • Hu S; Affiliated Hospital of Integrated Traditional Chinese and Western Medicine, Nanjing University of Chinese Medicine, Nanjing 210028, Jiangsu, China.
  • Zhang J; Laboratories of Translational Medicine, Jiangsu Province Academy of Traditional Chinese Medicine, Nanjing 210028, Jiangsu, China.
J Org Chem ; 86(21): 15640-15647, 2021 11 05.
Article in En | MEDLINE | ID: mdl-34672589
A one-pot, two-step protocol for the synthesis of libraries of remarkable functionalized sulfone analogues of 9b,10,10a,10b-tetrahydro-1H-cyclopropa[c][1,4]thiazino[4,3-a]quinolines is described. A class of various functionalized molecular skeletons was obtained by cyclopropanation of quinolinium zwitterionic thiolates. The reaction pathway involves the formation of a [2 + 1] cycloaddition intermediate followed by a [5 + 1] cycloaddition.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Quinolines Language: En Journal: J Org Chem Year: 2021 Document type: Article Affiliation country: Country of publication:
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Quinolines Language: En Journal: J Org Chem Year: 2021 Document type: Article Affiliation country: Country of publication: