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Redox-neutral and metal-free synthesis of 3-(arylmethyl)chroman-4-ones via visible-light-driven alkene acylarylation.

Authors :
Ding Y
Yu S
Ren M
Lu J
Fu Q
Zhang Z
Wang Q
Bai J
Hao N
Yang L
Wei S
Yi D
Wei J
Source :
Frontiers in chemistry [Front Chem] 2022 Oct 31; Vol. 10, pp. 1059792. Date of Electronic Publication: 2022 Oct 31 (Print Publication: 2022).
Publication Year :
2022

Abstract

A metal- and aldehyde-free visible-light-driven photoredox-neutral alkene acylarylation with readily available cyanoarenes is described. A variety of 3-(arylmethyl)chroman-4-ones (i.e., homoisoflavonoids) and analogs are efficiently synthesized with good functional group tolerance. This mild protocol relies on a phosphoranyl radical-mediated acyl radical-initiated cyclization and selective radical-radical coupling sequence, and is also further highlighted by subsequent derivatization to chromone and 2 H -chromene as well as its application in the three-component alkene acylarylation.<br />Competing Interests: The authors declare that the research was conducted in the absence of any commercial or financial relationships that could be construed as a potential conflict of interest.<br /> (Copyright © 2022 Ding, Yu, Ren, Lu, Fu, Zhang, Wang, Bai, Hao, Yang, Wei, Yi and Wei.)

Details

Language :
English
ISSN :
2296-2646
Volume :
10
Database :
MEDLINE
Journal :
Frontiers in chemistry
Publication Type :
Academic Journal
Accession number :
36385990
Full Text :
https://doi.org/10.3389/fchem.2022.1059792