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Peer-reviewedCC BY 4.0Beilstein Journal of Organic Chemistry

A study towards the undirected fluorination and chlorination of cubane 1,4-diester

  • Laly Donnier-Valentin
  • Robin Heinrich
  • Quentin Fevre-Renault
  • Julien Legros
  • Bruno Linclau
  • Michaël De paolis
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Abstract

A study towards the undirected C-H fluorination and chlorination of cubane 1,4-diester is described using a user-friendly reagent such as Selectfluor and 1,3-dichloro-5,5-dimethylhydantoin under photoinduction. While the fluorocubane 1,4-diester is formed in low yield (8% yield) due to loss of material, the chlorocubane 1,4-diester was on the other hand prepared in 59% yield without the need for any photocatalyst. Moreover, a proof-of-concept of the chlorination of this strained scaffold was demonstrated using flow technology.

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Cite

BibTeXRIS
BibTeX
@article{donniervalentin2026study,
  title = {{A study towards the undirected fluorination and chlorination of cubane 1,4-diester}},
  author = {Laly Donnier-Valentin and Robin Heinrich and Quentin Fevre-Renault and Julien Legros and Bruno Linclau and Michaël De paolis},
  journal = {Beilstein Journal of Organic Chemistry},
  year = {2026},
  month = sep,
  doi = {10.3762/bjoc.22.101},
  url = {https://hal.science/hal-05760172v1},
  note = {CC BY 4.0},
}
RIS
TY  - JOUR
TI  - A study towards the undirected fluorination and chlorination of cubane 1,4-diester
AU  - Laly Donnier-Valentin
AU  - Robin Heinrich
AU  - Quentin Fevre-Renault
AU  - Julien Legros
AU  - Bruno Linclau
AU  - Michaël De paolis
PY  - 2026
DA  - 2026/09/09
JO  - Beilstein Journal of Organic Chemistry
DO  - 10.3762/bjoc.22.101
UR  - https://hal.science/hal-05760172v1
AB  - A study towards the undirected C-H fluorination and chlorination of cubane 1,4-diester is described using a user-friendly reagent such as Selectfluor and 1,3-dichloro-5,5-dimethylhydantoin under photoinduction. While the fluorocubane 1,4-diester is formed in low yield (8% yield) due to loss of material, the chlorocubane 1,4-diester was on the other hand prepared in 59% yield without the need for any photocatalyst. Moreover, a proof-of-concept of the chlorination of this strained scaffold was demonstrated using flow technology.
SN  - 1860-5397
ER  -