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Chinese Journal of Organic Chemistry >

2012 , Vol. 32 >Issue 06: 1116 - 1120

DOI: https://doi.org/10.6023/cjoc1109042

Articles

Synthesis of Aza-brazilin/diarylindan-Based Hybrid

  • Pan Chengxue ,
  • Guan Yifu ,
  • Zhang Hongbin
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  • 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 date: 2011-09-04

  Revised date: 2012-03-01

  Online published: 2012-03-18

Supported by

Project supported by the National Basic Research Program of China (973 Program, No. 2009CB522300).

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Abstract

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

Cite this article

Pan Chengxue , Guan Yifu , Zhang Hongbin . Synthesis of Aza-brazilin/diarylindan-Based Hybrid[J]. Chinese Journal of Organic Chemistry, 2012 , 32(06) : 1116 -1120 . DOI: 10.6023/cjoc1109042

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