cercosporin-photocatalyzed-4-1-4-2-annulations-azoalkenes-under-mild

Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions

The interest on nitrogen-containing heterocycles has expanded rapidly in the synthetic community since they are important motifs for new drugs. ...

Jiangnan University

Naturally occurring perylenequinonoid pigments (PQPs) have attracted considerable attention owing to their excellent properties of photosensitization. They have been widely investigated as an aspect of photophysics and photobiology. However, their applications in photocatalysis are yet to be explored. We report here that sunlight along with 1 mol% cercosporin, which is one of the perylenequinonoid pigments, catalyzes the direct C-H bond arylation of (het)arenes by a photoredox process with good regioselectivity and broad functional group compatibility. Furthermore, a gram-scale reaction with great conversions of substrates was achieved even by a cercosporin-containing supernatant without organic solvent extraction and purification after liquid fermentation. Thus we set up a bridge between microbial fermentation and organic photocatalysis for chemical reactions in a sustainable, environmentally friendly manner.

Perylenequinonoid-catalyzed photoredox activation for the direct arylation of (het)arenes with sunlight.

We reported a new method that visible light along with cercosporin, one of the naturally occurring perylenequinonoid pigments with excellent properties of photosensitization, photocatalyzed sp (C-H) activation for the synthesis of pyrrolo[3,4-c]quinolones through the annulation of anilines and maleimides under mild conditions.

Article	Year
Perylenequinonoid-catalyzed photoredox activation for the direct arylation of (het)arenes with sunlight. Organic & biomolecular chemistry\| PubMed ID: 30984953	2019
Cercosporin-photocatalyzed sp (C-H) activation for the synthesis of pyrrolo[3,4-c]quinolones. Organic & biomolecular chemistry\| PubMed ID: 31580376	2019

Wenhao Bao

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