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Synthesis of Benzopyridoindolone Derivatives via a One-Pot Copper Catalyzed Tandem Reaction of 2-Iodobenzamide Derivatives and 2-Iodobenzylcyanides.
Kavala, Veerababurao; Yang, Zonghan; Konala, Ashok; Huang, Chia-Yu; Kuo, Chun-Wei; Yao, Ching-Fa.
Affiliation
  • Kavala V; Department of Chemistry, National Taiwan Normal University , 88, Sec. 4, Ting-Chow Road, Taipei 116, Taiwan, R.O.C.
  • Yang Z; Department of Chemistry, National Taiwan Normal University , 88, Sec. 4, Ting-Chow Road, Taipei 116, Taiwan, R.O.C.
  • Konala A; Department of Chemistry, National Taiwan Normal University , 88, Sec. 4, Ting-Chow Road, Taipei 116, Taiwan, R.O.C.
  • Huang CY; Department of Chemistry, National Taiwan Normal University , 88, Sec. 4, Ting-Chow Road, Taipei 116, Taiwan, R.O.C.
  • Kuo CW; Department of Chemistry, National Taiwan Normal University , 88, Sec. 4, Ting-Chow Road, Taipei 116, Taiwan, R.O.C.
  • Yao CF; Department of Chemistry, National Taiwan Normal University , 88, Sec. 4, Ting-Chow Road, Taipei 116, Taiwan, R.O.C.
J Org Chem ; 82(14): 7280-7286, 2017 07 21.
Article in En | MEDLINE | ID: mdl-28696696
ABSTRACT
An efficient approach for the synthesis of benzo-fused pyridoindolone derivatives via a one-pot copper catalyzed tandem reaction of 2-iodobenzamides with 2-iodobenzylcyanides has been developed. Using this protocol, benzo-fused pyridoindolone derivatives are obtained in high yields in a relatively short period of time under mild reaction conditions. To the best of our knowledge, this is the first approach where one can synthesize free indole N-H benzo-fused pyridoindolones. Also, both indole and pyridone cores are constructed during the course of the reaction. The methodology shows good functional group tolerance and allows synthesis of thiophene-fused pyridoindolones and fused indolobenzonaphthyridone derivatives.

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2017 Document type: Article

Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: J Org Chem Year: 2017 Document type: Article