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Synthesis of Diverse Pentasubstituted Pyrroles by a Gold(I)-Catalyzed Cascade Rearrangement-Cyclization of Tertiary Enamide.
Li, Wenzhong; Shi, Ran; Chen, Sen; Zhang, Xuesi; Peng, Wei; Chen, Si; Li, Jiazhu; Xu, Xin-Ming; Zhu, Yan-Ping; Wang, Xueyuan.
Afiliação
  • Li W; College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, China.
  • Shi R; College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, China.
  • Chen S; College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, China.
  • Zhang X; College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, China.
  • Peng W; College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, China.
  • Chen S; College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, China.
  • Li J; College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, China.
  • Xu XM; College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, China.
  • Zhu YP; School of Pharmacy, Key Laboratory of Molecular Pharmacology and Drug Evaluation, Ministry of Education, Collaborative Innovation Center of Advanced Drug Delivery System and Biotech Drugs in Universities of Shandong, Yantai University, Yantai 264005, China.
  • Wang X; Key Laboratory of Bioorganic Phosphorus Chemistry and Chemical Biology (Ministry of Education), Department of Chemistry, Tsinghua University, Beijing 100084, China.
J Org Chem ; 87(5): 3014-3024, 2022 03 04.
Article em En | MEDLINE | ID: mdl-35073080
ABSTRACT
An efficient Au(I)-catalyzed intramolecular cascade reaction of tertiary enamides tethered an alkynyl group has been developed. The process is composed of a propargyl-claisen rearrangement and 5-exo-dig cyclization. This protocol provided a powerful method for the preparation of a variety of pentasubstituted pyrroles derivatives with excellent functional group tolerance in excellent yields. Scale-up experiment and chemical transformations of products exhibited the versatility of tertiary enamides in organic synthesis again.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Pirróis / Ouro Idioma: En Revista: J Org Chem Ano de publicação: 2022 Tipo de documento: Article País de afiliação: China
Texto completo
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XML
PubMed Links
Buscar no Google

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Pirróis / Ouro Idioma: En Revista: J Org Chem Ano de publicação: 2022 Tipo de documento: Article País de afiliação: China