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Copper-Catalyzed Cyanoalkylation of Amines via C-C Bond Cleavage: An Approach for C(sp3)-N Bond Formations.
Yang, Lin; Zhang, Jia-Yu; Duan, Xin-Hua; Gao, Pin; Jiao, Jiao; Guo, Li-Na.
Afiliação
  • Yang L; Department of Chemistry, School of Science, Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter , Xi'an Jiaotong University , Xi'an 710049 , China.
  • Zhang JY; Department of Chemistry, School of Science, Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter , Xi'an Jiaotong University , Xi'an 710049 , China.
  • Duan XH; Department of Chemistry, School of Science, Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter , Xi'an Jiaotong University , Xi'an 710049 , China.
  • Gao P; Department of Chemistry, School of Science, Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter , Xi'an Jiaotong University , Xi'an 710049 , China.
  • Jiao J; Department of Chemistry, School of Science, Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter , Xi'an Jiaotong University , Xi'an 710049 , China.
  • Guo LN; Department of Chemistry, School of Science, Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter , Xi'an Jiaotong University , Xi'an 710049 , China.
J Org Chem ; 84(13): 8615-8629, 2019 07 05.
Article em En | MEDLINE | ID: mdl-31244152
ABSTRACT
The efficient copper-catalyzed cyanoalkylation of amines via C-C bond cleavage has been demonstrated. Distinctive features of this procedure involves mild conditions, broad range of nitrogen nucleophiles, high selectivity, and good functional group tolerance, thus providing a useful approach for the C(sp3)-N bond formations. Most importantly, this protocol is applicable to the late-stage functionalization of natural products, amino acid esters, and drugs. Mechanistic studies suggest that a radical intermediate was involved in this transformation.

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: J Org Chem Ano de publicação: 2019 Tipo de documento: Article País de afiliação: China

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: J Org Chem Ano de publicação: 2019 Tipo de documento: Article País de afiliação: China