Hantzsch Ester‐Mediated Synthesis of Phenanthridines under Visible‐Light Irradiation

An efficient photocatalytic synthesis of phenanthridines mediated by an organo‐photoredox initiator Hantzsch ester has been developed via denitrogenative intramolecular annulation of benzotriazolyl chalcones. The highly reducing photoactivated Hantzsch ester facilitates the transformation of benzotr...

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Bibliographic Details
Published in:Chemistry, an Asian journal an Asian journal, 2020-11, Vol.15 (21), p.3513-3518
Main Authors: Nagode, Savita B., Kant, Ruchir, Rastogi, Namrata
Format: Article
Language:English
Subjects:
benzotriazolyl chalcones
Chemical reactions
Chemistry
denitrogenation
Electron transfer
Functional groups
Hantzsch ester
Light irradiation
phenanthridines
Synthesis
visible-light
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Summary:An efficient photocatalytic synthesis of phenanthridines mediated by an organo‐photoredox initiator Hantzsch ester has been developed via denitrogenative intramolecular annulation of benzotriazolyl chalcones. The highly reducing photoactivated Hantzsch ester facilitates the transformation of benzotriazolyl chalcones into phenanthridinyl chalcones through photoinduced electron transfer (PET) and hydrogen atom transfer (HAT) processes. The mild reaction conditions utilizing inexpensive Hantzsch ester as photosensitizer, wide reaction scope and excellent functional group tolerance are notable attributes of the methodology. The organo‐photoredox synthesis of phenanthridines from benzotriazolyl chalcones employing Hantzsch ester has been reported. The photoactivated Hantzsch ester mediates denitrogenative intramolecular annulation of benzotriazolyl chalcones through photoinduced electron transfer (PET) and hydrogen atom transfer (HAT) processes.
ISSN:1861-4728
1861-471X
DOI:10.1002/asia.202000888