Journal
ORGANIC LETTERS
Volume 15, Issue 4, Pages 852-855Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol303539u
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Funding
- National Natural Science Foundation of China [21172034]
- Program for New Century Excellent Talents in University [NCET-11-0611]
- Department of Science and Technology of Jilin Province [201215002]
- Fundamental Research Funds for the Central Universities [11SSXT129]
- State Key Laboratory of Supramolecular Structure and Materials [SKLSSM2013006]
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A one-pot cascade transformation of chalcones into beta-imidoketones has been developed, in which NBS provides both electrophilic bromine and nucleophilic nitrogen sources, and DBU functions as a nucleophilic reagent to activate NBS to be a more electrophilic bromine species and to further remove the bromine of alpha-bromoketones. The whole process involves tandem bromoamination and debromination, which represents a unique example of preparing beta-aminoketones by the reaction of chalcones with the NBS/DBU combination.
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