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Sulphur ylide-mediated cyclopropanation and subsequent spirocyclopropane rearrangement reactions.
Dai, Qing-Song; Li, Jun-Long; Wang, Qi-Wei; Yang, Si-Lin; Tao, Ying-Mao; He, Mei-Hao; Li, Qing-Zhu; Han, Bo; Zhang, Xiang.
Affiliation
  • Dai QS; Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. wqw@cioc.ac.cn.
  • Li JL; Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, School of Pharmacy, Chengdu University, Chengdu 610106, PR China.
  • Wang QW; University of Chinese Academy of Sciences, Beijing 100049, China.
  • Yang SL; Institute for Advanced Study, Chengdu University, Chengdu 610106, China. XZhang_CDU@hotmail.com.
  • Tao YM; Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, School of Pharmacy, Chengdu University, Chengdu 610106, PR China.
  • He MH; Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China. wqw@cioc.ac.cn.
  • Li QZ; Institute for Advanced Study, Chengdu University, Chengdu 610106, China. XZhang_CDU@hotmail.com.
  • Han B; Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, School of Pharmacy, Chengdu University, Chengdu 610106, PR China.
  • Zhang X; Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, School of Pharmacy, Chengdu University, Chengdu 610106, PR China.
Org Biomol Chem ; 20(17): 3486-3490, 2022 05 04.
Article in En | MEDLINE | ID: mdl-35388864
ABSTRACT
The efficient construction of cyclopropyl spiroindoline skeletons and the exploration of related follow-up synthetic transformations have elicited considerable interest amongst members of the chemistry community. Here, we describe a formal (2 + 1) annulation and three-component (1 + 1 + 1) cascade cyclisation via sulphur ylide cyclopropanation under mild conditions. The spiro-cyclopropyl iminoindoline moiety can be readily transformed into another medicinally interesting pyrrolo[3,4-c]quinoline framework through a novel rearrangement process.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Sulfur 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: Sulfur Language: En Journal: Org Biomol Chem Journal subject: BIOQUIMICA / QUIMICA Year: 2022 Document type: Article Affiliation country: China