Visible Light-Induced\n6π-Heterocyclization/Dehydroaromatization\nfor Synthesis of Indoloquinolinone Skeletons

In this work, we report a protocol\nfor the synthesis\nof an indoloquinolinone\nskeleton using visible light-induced energy transfer. This method\navoids the premodification of substrates and exhibits high yields.\nFor gram-scale reactions, only 0.01 mol % (100 ppm) of photosensitizer\nis required for rapid conversion. Mechanistic studies revealed that\nthis reaction differs from conventional 6π photocyclization\nreactions; undergoing a process involving 6π cyclization due\nto energy transfer and dehydrogenation due to product self-catalysis\nhas been experienced.

Publication Details

Journal
Figshare
Published
2024-10-04
DOI
https://doi.org/10.1021/acs.joc.4c01653.s001
Primary Topic
Mycorrhizal Fungi and Plant Interactions
Type
article
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article

Visible Light-Induced\n6π-Heterocyclization/Dehydroaromatization\nfor Synthesis of Indoloquinolinone Skeletons

Figshare
Mycorrhizal Fungi and Plant Interactions
article

Visible Light-Induced\n6π-Heterocyclization/Dehydroaromatization\nfor Synthesis of Indoloquinolinone Skeletons

article en

Abstract

In this work, we report a protocol\nfor the synthesis\nof an indoloquinolinone\nskeleton using visible light-induced energy transfer. This method\navoids the premodification of substrates and exhibits high yields.\nFor gram-scale reactions, only 0.01 mol % (100 ppm) of photosensitizer\nis required for rapid conversion. Mechanistic studies revealed that\nthis reaction differs from conventional 6π photocyclization\nreactions; undergoing a process involving 6π cyclization due\nto energy transfer and dehydrogenation due to product self-catalysis\nhas been experienced.

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Mycorrhizal Fungi and Plant Interactions
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