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. Author manuscript; available in PMC: 2022 Dec 1.
Published in final edited form as: J Am Chem Soc. 2021 Nov 18;143(47):19648–19654. doi: 10.1021/jacs.1c11059

Table 1.

Scope of Alkenes in the DFA of Perfluorinated Esters

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All values indicate the yield of the isolated product. Unless otherwise noted: alkene (1 equiv, 0.5 mmol), ethyl trifluoroacetate (5 equiv, 2.5 mmol), sodium formate (3 equiv, 1.5 mmol) benzophenone 5 (20 mol %, 0.10 mmol), cyclohexanethiol (20 mol %, 0.10 mmol), DMF (0.1 M), 16 h, irradiating with a 390 nm PR160 Kessil lamp.

a

H NMR yield of crude reaction.

b

Using 5 equiv of sodium formate and 10 equiv of ethyl trifluoroacetate.

c

Using 10 equiv of ethyl trifluoroacetate.

d

Isolated as the corresponding carboxylic acid.

e

Using ethyl difluoroacetate (10 equiv, 5.0 mmol) in place of ethyl trifluoroacetate with 48 h reaction time.

f

Using ethyl pentafluoropropionate (5 equiv, 2.5 mmol) in place of ethyl trifluoroacetate.