Conjugate addition of diethyl 1-fluoro-1-phenylsulfonylmethanephosphonate to alpha,beta-unsaturated compounds
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F13%3A00393411" target="_blank" >RIV/61388963:_____/13:00393411 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1021/jo400297f" target="_blank" >http://dx.doi.org/10.1021/jo400297f</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1021/jo400297f" target="_blank" >10.1021/jo400297f</a>
Alternative languages
Result language
angličtina
Original language name
Conjugate addition of diethyl 1-fluoro-1-phenylsulfonylmethanephosphonate to alpha,beta-unsaturated compounds
Original language description
Diethyl 1-fluoro-1-phenylsulfonylmethanephosphate (1) in the presence of cesium carbonate undergoes efficient 1,4-addition to Michael acceptors having terminal double bonds such as alpha,beta-unsaturated ketones, esters, sulfones, sulforades, and phosphonates to yield the.,corresponding adducts in good to excellent yields. In the presence of sodium hydride, 1 reacts with alpha,beta-enones to provide gamma-fluoro-gamma-phenylsulfonylenol phosphates arising from 1,4-addition followed by phosphonate to phosphate rearrangement.
Czech name
—
Czech description
—
Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CC - Organic chemistry
OECD FORD branch
—
Result continuities
Project
<a href="/en/project/GP203%2F08%2FP310" target="_blank" >GP203/08/P310: Nucleophilic introduction of fluorinated groups using organo-phosphorus compounds</a><br>
Continuities
I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2013
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of Organic Chemistry
ISSN
0022-3263
e-ISSN
—
Volume of the periodical
78
Issue of the periodical within the volume
9
Country of publishing house
US - UNITED STATES
Number of pages
7
Pages from-to
4573-4579
UT code for WoS article
000318588800041
EID of the result in the Scopus database
—