Chinese Journal of Organic Chemistry >
An Improved Synthesis of 6-Arylindenoisoquinoline Derivatives
Received date: 2015-04-03
Revised date: 2015-04-27
Online published: 2015-05-06
Supported by
Project supported by the National Natural Science Foundation of China (No. 81373279), the Twelfth Five-Year Plan Major Project of Candidate Drugs, Ministry of Science and Technology (No. 2012ZX09103101048), the Jiangsu Province Science and Technology Support Program of Social Development Project (No. BE2012745) and the Graduate Innovation Project of Jiangsu Province (No. KYLX_0612).
An improved process for the synthesis of 6-arylindenoisoquinoline derivatives was developed, and the key intermediate cis-N-(4-hydroxyphenyl)-1-oxo-3-phemyl-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acid was stereoselectively synthesized. The intermediate with 6-arylindenoisoquinoline core could be obtained by an one-pot three-component condensation catalyzed by KAl(SO4)2·12H2O. The overall yield of the target compounds was 36%～51%. The improved synthesis method is more suitable for scale-up production with satisfactory stereoselectivity, easily purified procedures and higher yields.
Niu Shaoxiong , Tang Zhichao , Liu Chang , Wang Tianlin , You Qidong , Xiang Hua . An Improved Synthesis of 6-Arylindenoisoquinoline Derivatives[J]. Chinese Journal of Organic Chemistry, 2015 , 35(10) : 2150 -2156 . DOI: 10.6023/cjoc201504004
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