Chin. J. Org. Chem. ›› 2012, Vol. 32 ›› Issue (06): 1116-1120.DOI: 10.6023/cjoc1109042 Previous Articles     Next Articles

Articles

氮杂Brazilin/二芳基茚杂合物的合成研究

潘成学a,b, 关一富a, 张洪彬a   

  1. a 云南大学化学科学与工程学院 教育部自然资源药物化学重点实验室 昆明 650091;
    b 广西师范大学化学化工学院 药用资源化学与药物分子工程国家重点实验室培育基地 桂林 541004
  • 收稿日期:2011-09-04 修回日期:2012-03-01 发布日期:2012-03-18
  • 通讯作者: 张洪彬 E-mail:zhanghb@ynu.edu.cn; panling74@163.com
  • 基金资助:
    国家973 重大基础研究计划子项目(No. 2009CB522300)资助项目.

Synthesis of Aza-brazilin/diarylindan-Based Hybrid

Pan Chengxuea,b, Guan Yifua, Zhang Hongbina   

  1. a Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan University, Kunming 650091;
    b State Key Laboratory Cultivation Base for the Chemistry and Molecular Engineering of Medicinal Resources, Guangxi Normal University, Guilin 541004
  • Received:2011-09-04 Revised:2012-03-01 Published:2012-03-18
  • Supported by:
    Project supported by the National Basic Research Program of China (973 Program, No. 2009CB522300).

Natural products play the most important role in the development of drugs. The design and synthesis of natural products hybrids seem to be a promising approach to increase the number and the diversity of compounds for pharmacological testing and were expected to disclose an avenue toward the development of valuable leads for medicinal applications. In this paper the synthesis of an aza-brazilin/1,3-diarylindan-based hybrid starting from 1,2-dimethoxy-benzene was reported. The synthesis finished in 9 steps including Friedel-Crafts acylation, Claisen condensation, Knoevenagel condensation, Nazarov cyclization, aminolysis of β-keto esters, α-hydroxylation of β-dicarbonyl compounds, reduction of ketone, amide and the intra- molecular Friedel-Crafts cyclization reaction.

Key words: aza-brazilin, natural products hybrid, 1,3-diarylindan, synthesis