Radical beckmann rearrangement and its application in the formal total synthesis of antimalarial natural product isocryptolepine via C-H activation
| Title | Radical beckmann rearrangement and its application in the formal total synthesis of antimalarial natural product isocryptolepine via C-H activation | 
| Publication Type | Journal Article | 
| Year of Publication | 2016 | 
| Authors | Mahajan, PS, Humne, VT, Tanpure, SD, Mhaske, SB | 
| Journal | Organic Letters | 
| Volume | 18 | 
| Issue | 14 | 
| Pagination | 3450-3453 | 
| Date Published | JUL | 
| ISSN | 1523-7060 | 
| Abstract | The Beckmann rearrangement of ketoximes, mediated by ammonium persulfate-dimethyl sulfoxide as a reagent, has been achieved under neutral conditions. Based on the radical trapping and O-18-labeling experiments, the transformation follows a mechanism involving a radical pathway. The scope and generality of the developed protocol has been demonstrated by 19 examples. The developed protocol and Pd-catalyzed intramolecular double C-H activation were used as key steps in the formal total synthesis of antimalarial natural product isocryptolepine.  |  
| DOI | 10.1021/acs.orglett.6b01634 | 
| Type of Journal (Indian or Foreign) | Foreign  |  
| Impact Factor (IF) | 6.732 | 
Divison category: 
 Organic Chemistry
