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Visible light mediated sp(3) C-H bond functionalization of N-aryl-1,2,3,4-tetrahydroisoquinolines via Ugi-type three-component reaction  ( SCI-EXPANDED收录)   被引量:50

文献类型:期刊文献

英文题名:Visible light mediated sp(3) C-H bond functionalization of N-aryl-1,2,3,4-tetrahydroisoquinolines via Ugi-type three-component reaction

作者:Chen, Yunyun[1];Feng, Gaofeng[1]

机构:[1]Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Shaoxing 312000, Peoples R China

年份:2015

卷号:13

期号:14

起止页码:4260

外文期刊名:ORGANIC & BIOMOLECULAR CHEMISTRY

收录:SCI-EXPANDED(收录号:WOS:000351618000020)、、WOS、CCR-EXPANDED(收录号:WOS:000351618000020)

基金:Financial support from the National Natural Science Foundation of China (no. 21302130) and Science Technology Department of Zhejiang Province (no. 2014C31141) is acknowledged with gratitude. We thank Dr Tao Cai in the Department of Chemistry, Xiaomen University for performing single-crystal X-ray diffraction experiments. We also thank Professor Zhan Lu in the Department of Chemistry, Zhejiang University for helpful discussions.

语种:英文

外文关键词:Carboxylic acids - Chlorine compounds

外文摘要:An efficient and high yield process for sp(3) C-H bond functionalization of N-aryl-1,2,3,4-tetrahydroisoquinolines is disclosed. This involves a visible light mediated photoredox Ugi-type reaction with carboxylic acids and isonitriles under aerobic conditions, employing Ru(bpy)(3)Cl-2 as a photoredox catalyst and CH3CN as the solvent. CH3CN was found to be crucial for the process, and good to excellent yields were achieved for a wide variety of N-aryl-1,2,3,4-tetrahydroisoquinolines, carboxylic acids, and isonitriles. The developed methodology is attractive for the synthesis of a library of 1,2,3,4-tetrahydroisoquinolines.

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