Journal
ORGANIC LETTERS
Volume 23, Issue 5, Pages 1764-1768Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.1c00190
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Funding
- National Key Research and Development Program of China [2016YFB0101200]
- National Natural Science Foundation of China [21632009]
- Chinese Academy of Sciences [KGZD-EW-T08]
- Key Research Program of Frontier Sciences of CAS [QYZDJ-SSW-SLH049]
- Shanghai Science and Technology Program [18JC1410601]
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3,3-Difluoro-1,2-diphenylcyclopropene (CpFluor), as a bench-stable fluorination reagent, has been developed for the deoxyfluorination of carboxylic acids to afford various acyl fluorides. This all-carbon-based fluorination reagent enables the efficient transformation of (hetero)aryl, alkyl, alkenyl, and alkynyl carboxylic acids to the corresponding acyl fluorides under neutral conditions, and features the synthesis of acyl fluorides with in-situ formed CpFluor and the one-pot amidation reaction of carboxylic acids via in-situ formed acyl fluorides.
3,3-Difluoro-1,2-diphenylcyclopropene (CpFluor), a bench-stable fluorination reagent, has been developed in the deoxyfluorination of carboxylic acids to afford various acyl fluorides. This all-carbon-based fluorination reagent enabled the efficient transformation of (hetero)aryl, alkyl, alkenyl, and alkynyl carboxylic acids to the corresponding acyl fluorides under the neutral conditions. This deoxyfluorination method was featured by the synthesis of acyl fluorides with in-situ formed CpFluor, as well as the one-pot amidation reaction of carboxylic acids via in-situ formed acyl fluorides.
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