Synthesis of dibenzodiazepinones via tandem copper(I)-catalyzed C-N bond formation

Sachin D. Gawande, Veerababurao Kavala, Manoj R. Zanwar, Chun Wei Kuo, Wen Chang Huang, Ting Shen Kuo, Hsiu Ni Huang, Chiu Hui He, Ching Fa Yao*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

22 Citations (Scopus)

Abstract

An efficient, one-pot method for the synthesis of dibenzodiazepinone derivatives involving copper-catalyzed tandem C-N bond formation is reported. The use of various halo amide and 2-iodoaniline derivatives permitted the synthesis of an array of dibenzodiazepinone derivatives in moderate to good yields. Moreover, a dibenzodiazepinone derivative {2-(11-oxo-5H-dibenzo[b,e][1, 4]diazepin-10(11H)-yl)benzonitrile} was utilized to synthesize the triazapentacyclic ring derivative {12-chloro- 8,15,22-triazapentacyclo[13.7.0. 02,7.09,14.016,21]docosa-1(22),2,4,6,9(14),10, 12,16(21),17,19-decaene}.

Original languageEnglish
Pages (from-to)2599-2608
Number of pages10
JournalAdvanced Synthesis and Catalysis
Volume356
Issue number11-12
DOIs
Publication statusPublished - 2014 Aug 11

Keywords

  • C-N bond formation
  • copper catalysts
  • dibenzodiazepinones
  • tandem processes
  • Ullmann coupling

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Fingerprint

Dive into the research topics of 'Synthesis of dibenzodiazepinones via tandem copper(I)-catalyzed C-N bond formation'. Together they form a unique fingerprint.

Cite this