Prinz, Helge and Wiegrebe, Wolfgang and Müller, Klaus (1996) Syntheses of anthracenones .1. Sodium dithionite reduction of peri-substituted anthracenediones. JOURNAL OF ORGANIC CHEMISTRY, 61 (8). pp. 2853-2856. ISSN 0022-3263, 1520-6904
Full text not available from this repository.Abstract
The reaction of peri-substituted anthracenediones with sodium dithionite in dimethylformamide and water has been investigated. The system selectively reduces the carbonyl group flanked by the peri substituents of the anthracenediones to give the corresponding 4,5-disubstituted 9(10H)-anthracenones and thus provides a route to anthracenones which are otherwise difficult to obtain. Many functional groups can be tolerated, the reaction is compatible with the presence of peri alkoxy groups and unsaturated side chains of the starting anthracenediones, and the reduction does not go beyond the anthracenone stage. However, the formation of anthracenones depends on the nature of the peri substituents. No products were obtained from the 1,8-dimethyl-substituted anthracenedione and the parent compound with no substituents.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | 9,10-ANTHRAQUINONES; ANTHRACYCLINONES; ANTHRAQUINONES; ANTHRALIN |
| Subjects: | 600 Technology > 615 Pharmacy |
| Divisions: | Chemistry and Pharmacy > Institute of Pharmacy > Alumni or Retired Professors > Prof. Wiegrebe |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 02 Nov 2023 06:01 |
| Last Modified: | 02 Nov 2023 06:01 |
| URI: | https://pred.uni-regensburg.de/id/eprint/51773 |
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