期刊
ORGANIC LETTERS
卷 19, 期 20, 页码 5689-5692出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.7b02866
关键词
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资金
- National Natural Science Foundation of China [21502076]
- Natural Science Foundation of Jiangxi province [20161BAB213068]
- Outstanding Young Talents Scheme of Jiangxi Province [20171B CB23039]
It is demonstrated that difluoromethyl diazomethane (HCF2CHN2) can react with a broad range of carboxylic acids. The reaction is convenient, operationally simple, mild, and tolerant of a variety of different functional groups. In sharp contrast, trifluoromethyl diazomethane (CF3CHN2) fails to react with carboxylic acids in most Solvents,, and in acetonitrile this reagent instead undergoes an interrupted esterification (a Mumm reaction) to yield N-trifluoroethyl imides. This striking example of the ability of a single F-for-H substitution to alter a reaction pathway was rationalized through a DFT study.
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