DBU/O-2-mediated oxidation of dienones
| Title | DBU/O-2-mediated oxidation of dienones |
| Publication Type | Journal Article |
| Year of Publication | 2021 |
| Authors | Athawale, PR, Kalmode, HP, D. Reddy, S |
| Journal | Journal of Organic Chemistry |
| Volume | 86 |
| Issue | 13 |
| Pagination | 9200-9205 |
| Date Published | JUL |
| Type of Article | Article |
| ISSN | 0022-3263 |
| Abstract | Herein, we describe a DBU/O-2-promoted novel method for oxidation of dienones to 2,6-dione derivatives. The reaction involves treatment of a dienone with DBU in acetonitrile employing molecular oxygen as the oxidant. Metal free conditions and an eco-friendly reagent are the striking features of this protocol. This transformation proceeds through a peroxide intermediate that upon Kornblum-DeLaMare rearrangement produces 2,6-diones. The method was successfully utilized for the synthesis of (+/-)-pleodendione with improved yields versus those of the traditional PDC-TBHP method. |
| DOI | 10.1021/acs.joc.1c00529 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 4.354 |
Divison category:
Organic Chemistry