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Ag-Catalyzed Switchable Synthesis of Site-Specifically Functionalized Pyrroles via Azafulvenium Intermediates.
Yang, Qian-Qian; Zheng, Ze-Hong; Wang, Meng; Zhou, Jin; Peng, Cheng; Du, Wei; Zhan, Gu; Han, Bo.
Afiliación
  • Yang QQ; School of Pharmacy, Hospital of Chengdu University of Traditional Chinese Medicine, Chengdu 611137, P. R. China.
  • Zheng ZH; State Key Laboratory of Southwestern Chinese Medicine Resources, Chengdu University of Traditional Chinese Medicine, Chengdu 611137, P. R. China.
  • Wang M; State Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry and Sichuan Province, Sichuan Research Center for Drug Precision Industrial Technology, West China School of Pharmacy, Sichuan University, Chengdu 610041, China.
  • Zhou J; School of Pharmacy, Hospital of Chengdu University of Traditional Chinese Medicine, Chengdu 611137, P. R. China.
  • Peng C; School of Pharmacy, Hospital of Chengdu University of Traditional Chinese Medicine, Chengdu 611137, P. R. China.
  • Du W; School of Pharmacy, Hospital of Chengdu University of Traditional Chinese Medicine, Chengdu 611137, P. R. China.
  • Zhan G; School of Pharmacy, Hospital of Chengdu University of Traditional Chinese Medicine, Chengdu 611137, P. R. China.
  • Han B; State Key Laboratory of Southwestern Chinese Medicine Resources, Chengdu University of Traditional Chinese Medicine, Chengdu 611137, P. R. China.
Org Lett ; 26(22): 4684-4689, 2024 Jun 07.
Article en En | MEDLINE | ID: mdl-38810217
ABSTRACT
Here, we present a versatile, silver-catalyzed multi-auto-tandem reaction involving enamines, alkynals, and nucleophiles, utilizing the highly reactive intermediate azafulvenium. This method allows for flexible and switchable regiodivergent reactions through either intermolecular or intramolecular nucleophilic attacks, which can be controlled by adjusting the catalytic conditions. A range of site-specific functionalized or polycyclic fused pyrrole products were efficiently produced with a high level of chemocontrol.

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2024 Tipo del documento: Article Pais de publicación: Estados Unidos

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Lett Asunto de la revista: BIOQUIMICA Año: 2024 Tipo del documento: Article Pais de publicación: Estados Unidos