115909-68-7Relevant academic research and scientific papers
Copper-Mediated Di- and Monofluoromethanesulfonylation of Arenediazonium Tetrafluoroborates: Probing the Fluorine Effect
Xing, Bo,Ni, Chuanfa,Hu, Jinbo
, p. 206 - 212 (2018/02/06)
A copper-mediated di- and monofluoromethanesulfonylation of arenediazonium tetrafluoroborates using di- and monofluoromethanesulfinate reagents provides aryl difluoromethyl (or monofluoromethyl) sulfones in good yields. It was found that the relative reactivity of these sodium fluoroalkanesulfinates in the present reactions decreases in the following order: CH2FSO2Na > CF2HSO2Na > CF3SO2Na.
SUBSTITUTED 5-AMINOTHIENO[2,3-C]PYRIDAZINE-6-CARBOXAMIDE ANALOGS AS POSITIVE ALLOSTERIC MODULATORS OF THE MUSCARINIC ACETYLCHOLINE RECEPTOR M4
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Paragraph 001118; 001120, (2013/09/12)
In one aspect, the invention relates to substituted 5-aminothieno[2,3-c]pyridazine-6- carboxamide analogs, derivatives thereof, and related compounds, which are useful as positive allosteric modulators of the muscarinic acetylcholine receptor M4 (mAChR M4); synthesis methods for making the compounds; pharmaceutical compositions comprising the compounds; and methods of treating neurological and psychiatric disorders associated with muscarinic acetylcholine receptor dysfunction using the compounds and compositions. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.
"Syn-effect" in the isomerization of (E)-α-fluorovinylic sulfones to the corresponding allylic sulfones under basic conditions
Nakamura, Tetsuya,Guha, Samar Kumar,Ohta, Yoshihiro,Abe, Daisuke,Ukaji, Yutaka,Inomata, Katsuhiko
, p. 2031 - 2041 (2007/10/03)
Toward the elucidation of the origin of the "syn-effect," the stereochemistry of the isomerization of (E)-α-fluorovinylic sulfones to the corresponding allylic sulfones under mild basic conditions was investigated. The ratio of (Z)-isomers of the resulting allylic sulfones decreased in the following order for the γ-substituents of the starting vinylic sulfones: F- > EtO- > CH3- > BnS- > CH3CH2- > (CH3)2CH- > (CH3)3C-, C6H5-. The fluorine atom showed the highest "syn-effect," which is herein defined as an effect that stabilizes the syn-conformation in the transition state against a steric or nonbonded repulsion; the rest of the series was in accord with previous results found in the conversion of a-unsubstituted (E)-vinylic sulfones to the corresponding allylic sulfones under similar conditions. These results were rationalized based on the σ→π* interaction.
