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Copper-Catalyzed Cascade Synthesis of 2-Aryl-3-cyanobenzofuran and Dibenzo[ b, f]oxepine-10-carbonitrile Derivatives.
Villuri, Bharath Kumar; Ichake, Sachin S; Reddy, Sabbasani Rajasekhara; Kavala, Veerababurao; Bandi, Vijayalakshmi; Kuo, Chun-Wei; Yao, Ching-Fa.
Afiliación
  • Villuri BK; Department of Chemistry , National Taiwan Normal University , 88, Section 4, Ting-Chow Road , Taipei 116 , Taiwan.
  • Ichake SS; Department of Chemistry , National Taiwan Normal University , 88, Section 4, Ting-Chow Road , Taipei 116 , Taiwan.
  • Reddy SR; Department of Chemistry , National Taiwan Normal University , 88, Section 4, Ting-Chow Road , Taipei 116 , Taiwan.
  • Kavala V; Department of Chemistry, School of Advanced Sciences , Vellore Institute of Technology (VIT) , Vellore 632014 , India.
  • Bandi V; Department of Chemistry , National Taiwan Normal University , 88, Section 4, Ting-Chow Road , Taipei 116 , Taiwan.
  • Kuo CW; Department of Chemistry , National Taiwan Normal University , 88, Section 4, Ting-Chow Road , Taipei 116 , Taiwan.
  • Yao CF; Department of Chemistry , National Taiwan Normal University , 88, Section 4, Ting-Chow Road , Taipei 116 , Taiwan.
J Org Chem ; 83(17): 10241-10247, 2018 Sep 07.
Article en En | MEDLINE | ID: mdl-29999313
ABSTRACT
The copper-catalyzed reaction of aryl aldehydes with 2-iodobenzylcyanides afforded 2-aryl-3-cyanobenzofurans in isolated yields of up to 74% in a cascade manner, which involves Knoevenagel condensation, aryl hydroxylation, oxa-Michael addition, and aromatization reactions. Conversely, 2-halo benzaldehydes as reacting partners with 2-iodobenzylcyanide regioselectively furnished dibenzo[ b,f]oxepine-10-carbonitrile derivatives up to 85% isolated yields via tandem Knoevenagel condensation, aryl hydroxylation, and Ullmann coupling reactions.

Texto completo: 1 Bases de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2018 Tipo del documento: Article País de afiliación: Taiwán

Texto completo: 1 Bases de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2018 Tipo del documento: Article País de afiliación: Taiwán