Abstract
A rapid method for the synthesis of long-chain fluorinated compounds using a C-C bond-cleavage reaction was developed. Selectfluor was the most effective fluorinating agent of those tested in this study. Long-chain fluoro dioxo nitriles were formed from isoxazoline N-oxides via nitroso intermediates. A Selectfluor-mediated protocol for the synthesis of long-chain fluorinated compounds from cyclohexene-fused isoxazoline N-oxides by using a C-C bond-cleavage reaction is presented.
| Original language | English |
|---|---|
| Pages (from-to) | 5743-5749 |
| Number of pages | 7 |
| Journal | European Journal of Organic Chemistry |
| Issue number | 25 |
| DOIs | |
| Publication status | Published - 2013 Sep 1 |
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Keywords
- Cleavage reactions
- Fluorine
- Heterocycles
- Ring opening
- Synthetic methods
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry
Cite this
Selectfluor-mediated fluorination and C-C bond cleavage of cyclohexene-fused isoxazoline N-oxides. / Rajawinslin, R. R.; Raihan, Mustafa J.; Janreddy, Donala; Kavala, Veerababurao; Kuo, Chun Wei; Kuo, Ting Shen; Chen, Mei Ling; He, Chiu Hui; Yao, Ching-Fa.
In: European Journal of Organic Chemistry, No. 25, 01.09.2013, p. 5743-5749.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Selectfluor-mediated fluorination and C-C bond cleavage of cyclohexene-fused isoxazoline N-oxides
AU - Rajawinslin, R. R.
AU - Raihan, Mustafa J.
AU - Janreddy, Donala
AU - Kavala, Veerababurao
AU - Kuo, Chun Wei
AU - Kuo, Ting Shen
AU - Chen, Mei Ling
AU - He, Chiu Hui
AU - Yao, Ching-Fa
PY - 2013/9/1
Y1 - 2013/9/1
N2 - A rapid method for the synthesis of long-chain fluorinated compounds using a C-C bond-cleavage reaction was developed. Selectfluor was the most effective fluorinating agent of those tested in this study. Long-chain fluoro dioxo nitriles were formed from isoxazoline N-oxides via nitroso intermediates. A Selectfluor-mediated protocol for the synthesis of long-chain fluorinated compounds from cyclohexene-fused isoxazoline N-oxides by using a C-C bond-cleavage reaction is presented.
AB - A rapid method for the synthesis of long-chain fluorinated compounds using a C-C bond-cleavage reaction was developed. Selectfluor was the most effective fluorinating agent of those tested in this study. Long-chain fluoro dioxo nitriles were formed from isoxazoline N-oxides via nitroso intermediates. A Selectfluor-mediated protocol for the synthesis of long-chain fluorinated compounds from cyclohexene-fused isoxazoline N-oxides by using a C-C bond-cleavage reaction is presented.
KW - Cleavage reactions
KW - Fluorine
KW - Heterocycles
KW - Ring opening
KW - Synthetic methods
UR - http://www.scopus.com/inward/record.url?scp=84882779153&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84882779153&partnerID=8YFLogxK
U2 - 10.1002/ejoc.201300599
DO - 10.1002/ejoc.201300599
M3 - Article
SP - 5743
EP - 5749
JO - Annalen der Pharmacie
JF - Annalen der Pharmacie
SN - 0075-4617
IS - 25
ER -