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Accessing 3,4-Dihydroquinolinone from N -Arylacrylamides via Tetralone-Mediated Energy Transfer and 1,3-Hydrogen Shift.

Authors :
Tan Y
Zhao J
Deng GJ
Ji X
Huang H
Source :
Organic letters [Org Lett] 2024 Mar 29; Vol. 26 (12), pp. 2398-2402. Date of Electronic Publication: 2024 Mar 18.
Publication Year :
2024

Abstract

Herein, we introduce a tetralone-mediated photocyclization method of N -arylacrylamides. The protocol proceeds smoothly to deliver a diverse set of 3,4-dihydroquinolinones in moderate to good yields with excellent functional group compatibility and readily allows for late-stage modifications of a number of complex drug molecules. Mechanistic studies reveal that the present systems with ultraviolet light irradiation enable the cyclization via energy transfer and exclusive 1,3-hydrogen shift.

Details

Language :
English
ISSN :
1523-7052
Volume :
26
Issue :
12
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
38498540
Full Text :
https://doi.org/10.1021/acs.orglett.4c00504