4.7 Article

HCF2Se/HCF2S Installation by Tandem Substitutions from Alkyl Bromides

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 86, 期 18, 页码 13153-13159

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c01718

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资金

  1. National Natural Science Foundation [21971252, 21991122]
  2. Key Research Program of Frontier Sciences
  3. Chinese Academy of Sciences (CAS) [QYZDJSSWSLH049]

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The efficient construction of HCF2Se and HCF2S groups is achieved through tandem substitutions between alkyl bromides and a reagent system consisting of MSeCN (or MSCN) and Ph3P+CF2H Br-. The tandem process involves the first nucleophilic substitution of alkyl bromides by -SeCN (or -SCN) followed by nucleophilic difluoromethylation.
Herein we describe an efficient construction of HCF2Se and HCF2S groups by tandem substitutions between alkyl bromides and a reagent system consisting of MSeCN (or MSCN) and Ph3P+CF2H Br-. The tandem process occurs via the first nucleophilic substitution of alkyl bromides by -SeCN (or -SCN) and the subsequent nucleophilic difluoromethylation.

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