scholarly journals The Electrophilic Fluorination of Enol Esters Using SelectFluor: A Polar Two‐Electron Process

2019 ◽  
Vol 25 (21) ◽  
pp. 5574-5585 ◽  
Author(s):  
Susanna H. Wood ◽  
Stephen Etridge ◽  
Alan R. Kennedy ◽  
Jonathan M. Percy ◽  
David J. Nelson
Keyword(s):  
Electrophilic Fluorination ◽  
Electron Process ◽  
Enol Esters

On the Conrotatory Ring Opening of 3-Carbomethoxycyclobutene Vis-À-Vis 3-Carbomethoxy-1,2-Benzocyclobutene and the Predominant Inward Opening of 3-Dimethylaminocarbonyl-1,2-Benzocyclobutene

2018 ◽  
Author(s):  
Veejendra Yadav ◽  
Dasari L V K Prasad ◽  
Arpita Yadav ◽  
Maddali L N Rao
Keyword(s):  
Transition State ◽  
Ring Opening ◽  
Electron Process ◽  
Ring Opening Reaction ◽  
Stable Species ◽  
Electron Event

<p>The torquoselectivity of conrotatory ring opening of 3-carbomethoxycyclobutene is controlled by p<sub>C1C2</sub>→s*<sub>C3C4</sub> and s<sub>C3C4</sub>→p*<sub>CO</sub> interactions in the transition state in a 4-electron process as opposed to only s<sub>C3C4</sub>→p*<sub>CO</sub> interaction in an apparently 8-electron event in 3-carbomethoxy-1,2-benzocyclobutene. The ring opening of 3-carbomethoxy-1,2-benzocyclobutene is sufficiently endothermic. We therefore argue that the reverse ring closing reaction is faster than the forward ring opening reaction and, thus, it establishes an equilibrium between the two and subsequently allows formation of the more stable species <i>via</i> outward ring opening reaction. Application of this argument to 3-dimethylaminocarbonyl-1,2-benzocyclobutene explains the predominantly observed inward opening.</p>

ChemInform Abstract: DEVELOPMENT OF A CONTINUOUS PROCESS FOR ENOL ESTERS OF FATTY ACIDS

1977 ◽  
Vol 8 (24) ◽  
pp. no-no
Author(s):  
J. C. JUN. CRAIG ◽  
M. F. KOZEMPEL ◽  
H. I. SINNAMON ◽  
M. J. CALHOUN ◽  
W. K. HEILAND
Keyword(s):  
Fatty Acids ◽  
Continuous Process ◽  
Enol Esters

Generalised electrophilic fluorination by fluoroxy-compounds

1972 ◽  
pp. 122 ◽  
Author(s):  
D. H. R. Barton ◽  
R. H. Hesse ◽  
M. M. Pechet ◽  
G. Tarzia ◽  
H. T. Toh ◽  
...  
Keyword(s):  
Electrophilic Fluorination

“Pseudo-cationic” trifluoromethylation of enol esters with sodium trifluoromethanesulfinate.

1992 ◽  
Vol 33 (10) ◽  
pp. 1291-1294 ◽  
Author(s):  
Bernard R. Langlois ◽  
Eliane Laurent ◽  
Nathalie Roidot
Keyword(s):  
Enol Esters

ChemInform Abstract: Ionic Liquids as Solvents of Choice for Electrophilic Fluorination: Fluorination of Indoles by F-TEDA-BF4.

ChemInform ◽  
2010 ◽  
Vol 33 (48) ◽  
pp. no-no
Author(s):  
Jerome Baudoux ◽  
Anne-Frederique Salit ◽  
Dominique Cahard ◽  
Jean-Christophe Plaquevent
Keyword(s):  
Ionic Liquids ◽  
Electrophilic Fluorination
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