Journal
ORGANIC LETTERS
Volume 18, Issue 3, Pages 592-595Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b03654
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Funding
- Fundamental Research Funds for the Central Universities [30920140122003]
- Natural Science Foundation of China [21402093, 21476116]
- Natural Science Foundation of Jiangsu [BK20140776, BK20141394]
- Chinese Postdoctoral Science Foundation [2015M571761]
- Center for Advanced Materials and Technology in Nanjing University of Science and Technology
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alpha,alpha-Difluorodiaroylmethane can be used as a nucleophilic difluoromethylation reagent for generating alpha-thioaryl-alpha,alpha-difluoroacetophenones ((ArCOCF2SAr)-C-1) and difluoromethylthiolated arenes (ArSCF2H) under transition-metal-free conditions. The reaction selectivity is mainly dependent on temperature. The method has also been extended to the synthesis of alpha-thioaryl-alpha-monofluoroacetophenones using alpha-monofluorodibenzoylmethane. Moreover, the benzoyl cation derived from alpha,alpha-difluorodibenzoylmethane can react with nucleophiles to afford the desired products in a one-pot process.
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