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Regioselective 5-exo-dig (halo)cyclization of N-propargyloxycarbonyl guanidine derivatives under mild conditions.
Lin, Bohong; Ruan, Yaoping; Hou, Qi; Yuan, Zhijun; Liang, Yunshi; Zhang, Jing.
Affiliation
  • Lin B; Artemisinin Research Center and The First Affiliated Hospital, Guangzhou University of Chinese Medicine, 12 Jichang Road, Guangzhou 510405, China. jingzhang@gzucm.edu.cn.
  • Ruan Y; Artemisinin Research Center and The First Affiliated Hospital, Guangzhou University of Chinese Medicine, 12 Jichang Road, Guangzhou 510405, China. jingzhang@gzucm.edu.cn.
  • Hou Q; Artemisinin Research Center and The First Affiliated Hospital, Guangzhou University of Chinese Medicine, 12 Jichang Road, Guangzhou 510405, China. jingzhang@gzucm.edu.cn.
  • Yuan Z; Artemisinin Research Center and The First Affiliated Hospital, Guangzhou University of Chinese Medicine, 12 Jichang Road, Guangzhou 510405, China. jingzhang@gzucm.edu.cn.
  • Liang Y; Artemisinin Research Center and The First Affiliated Hospital, Guangzhou University of Chinese Medicine, 12 Jichang Road, Guangzhou 510405, China. jingzhang@gzucm.edu.cn.
  • Zhang J; Artemisinin Research Center and The First Affiliated Hospital, Guangzhou University of Chinese Medicine, 12 Jichang Road, Guangzhou 510405, China. jingzhang@gzucm.edu.cn.
Org Biomol Chem ; 22(27): 5585-5590, 2024 Jul 10.
Article in En | MEDLINE | ID: mdl-38896418
ABSTRACT
A highly regioselective 5-exo-dig cyclization of aromatic N-propargyloxycarbonyl guanidines was developed via an Ag(I)-catalyzed intramolecular hydroamination reaction. This method features a fast reaction rate and mild reaction conditions. Furthermore, it was extended to access halogenated analogues via a one-pot Ag(I)-catalyzed bromocyclization reaction or an I2-mediated iodocyclization reaction with high E/Z selectivity.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Biomol Chem / Org. biomol. chem / Organic & biomolecular chemistry Journal subject: BIOQUIMICA / QUIMICA Year: 2024 Document type: Article Affiliation country: China Country of publication: Reino Unido
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Biomol Chem / Org. biomol. chem / Organic & biomolecular chemistry Journal subject: BIOQUIMICA / QUIMICA Year: 2024 Document type: Article Affiliation country: China Country of publication: Reino Unido