Visible-light-promoted synthesis of phenanthridines via an intermolecular isocyanide insertion reactionElectronic supplementary information (ESI) available: Full experimental procedures and characterization data for all the compounds. CCDC 1499099 and 1499100. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6ob02113a

An isocyanide insertion reaction promoted by the combination of an amide and a photoredox is now presented. By using visible light, 6-amidophenanthridine derivatives can be prepared in good chemical yields under mild and eco-friendly reaction conditions. The reaction was shown to proceed through an...

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Main Authors: Zhou, Hui, Deng, Xin Zhao, Zhang, Ai Hua, Tan, Ren Xiang
Format: Article
Language:English
Online Access:Get full text
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Summary:An isocyanide insertion reaction promoted by the combination of an amide and a photoredox is now presented. By using visible light, 6-amidophenanthridine derivatives can be prepared in good chemical yields under mild and eco-friendly reaction conditions. The reaction was shown to proceed through an electron transfer sequence by mechanistic experiments, and thus enabled the efficient production of 24 compounds, each with one new intramolecular aromatic ring obtained. The synthesized compounds were tested to embody good antitumor, antimicrobial and neuraminidase inhibitory activities. An isocyanide insertion reaction promoted by the combination of an amide and a photoredox is now presented.
ISSN:1477-0520
1477-0539
DOI:10.1039/c6ob02113a