Abstract
Carbocyclization of terminally difluorinated 3-butenyl active methine compounds 1a-1e proceeded through the 5- endo mode, upon treating with SnCl4 and triethylamine to give fluorocyclopentene derivatives 3a-3e. Iodocarbocyclization of dimethyl 2-(4,4-difluorobut-3-enyl)malonate (1a) mediated by I2, SnCl4 and amine provided 2,2-difluoro-3-iodocyclopentane-1, 1-dicarboxylate 4a through the 5-endo mode, while in the case of 2-(5,5-difluoropent-4-enyl)malonate (1f) 5-exo mode cyclization reaction took place to give difluoroiodomethylcyclopentane derivative 5f.
Original language | English |
---|---|
Pages (from-to) | 75-80 |
Number of pages | 6 |
Journal | Journal of Fluorine Chemistry |
Volume | 123 |
Issue number | 1 |
DOIs | |
Publication status | Published - 2003 Sep 1 |
Externally published | Yes |
Keywords
- Carbocyclization
- Difluoroolefin
- Fluorocyclopentane
- Fluorocyclopentene
- SnCl
ASJC Scopus subject areas
- Biochemistry
- Environmental Chemistry
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry