Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 13, Issue 14, Pages 4260-4265Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob00201j
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Funding
- National Natural Science Foundation of China [21302130]
- Science Technology Department of Zhejiang Province [2014C31141]
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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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