Journal
ORGANIC LETTERS
Volume 18, Issue 14, Pages 3450-3453Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b01634
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Funding
- CSIR-New Delhi
- DST
- CSIR-ORIGIN
- CSIR-OSDD New Delhi
- CSIR-NCL
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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.
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