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λ3-Iodane/Lewis Acid Mediated Intramolecular Cross-Nucleophile Coupling of ß-Amino Acrylates: Chemodivergent Syntheses of Indole Alkaloidal Frameworks.
Sun, Zenghui; Xue, Shilin; Zhang, Yining; Xin, Shiyang; Guo, Ran; Shi, Xiaowei; Fu, Yan; Guo, Huicai; Liu, Yi; Wang, Lei.
Afiliación
  • Sun Z; Department of Medicinal Chemistry, School of Pharmacy, Hebei Medical University, 361 East Zhongshan Road, Shijiazhuang 050017, P. R. China.
  • Xue S; School of Basic Medical Sciences, Peking University, 38 Xueyuan Road, Beijing 100191, P. R. China.
  • Zhang Y; Department of Medicinal Chemistry, School of Pharmacy, Hebei Medical University, 361 East Zhongshan Road, Shijiazhuang 050017, P. R. China.
  • Xin S; Department of Medicinal Chemistry, School of Pharmacy, Hebei Medical University, 361 East Zhongshan Road, Shijiazhuang 050017, P. R. China.
  • Guo R; Department of Medicinal Chemistry, School of Pharmacy, Hebei Medical University, 361 East Zhongshan Road, Shijiazhuang 050017, P. R. China.
  • Shi X; Department of Medicinal Chemistry, School of Pharmacy, Hebei Medical University, 361 East Zhongshan Road, Shijiazhuang 050017, P. R. China.
  • Fu Y; Core Facilities and Centers, Hebei Medical University, 361 East Zhongshan Road, Shijiazhuang 050017, P. R. China.
  • Guo H; School of Public Health, Hebei Medical University, 361 East Zhongshan Road, Shijiazhuang 050017, P. R. China.
  • Liu Y; School of Public Health, Hebei Medical University, 361 East Zhongshan Road, Shijiazhuang 050017, P. R. China.
  • Wang L; Department of Medicinal Chemistry, School of Pharmacy, Hebei Medical University, 361 East Zhongshan Road, Shijiazhuang 050017, P. R. China.
Org Lett ; 24(29): 5381-5385, 2022 07 29.
Article en En | MEDLINE | ID: mdl-35848102
Herein, we report an unprecedented intramolecular cross-nucleophile coupling strategy of indole tethered ß-amino acrylates using a catalyst system combining λ3-iodanes and Lewis acids to achieve the chemodivergent synthesis of three unique alkaloid skeletons. It was worth noting that the acquisition of spiroindolenines and azepino[4,5-b]indoles derivatives was switchable with choice of the Lewis acids. Moreover, the polycyclic spiroindolines containing a lactone fragment could also be accessed for the first time via cross-nucleophile coupling cascade intramolecular condensation sequence.
Asunto(s)

Texto completo: 1 Colección: 01-internacional Banco de datos: MEDLINE Asunto principal: Acrilatos / Ácidos de Lewis Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2022 Tipo del documento: Article

Texto completo: 1 Colección: 01-internacional Banco de datos: MEDLINE Asunto principal: Acrilatos / Ácidos de Lewis Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2022 Tipo del documento: Article