2019-71-8Relevant articles and documents
Fluoroalkylation of Various Nucleophiles with Fluoroalkyl Sulfones through a Single Electron Transfer Process
Xiao, Pan,Ni, Chuanfa,Miao, Wenjun,Zhou, Min,Hu, Jingyu,Chen, Dingben,Hu, Jinbo
, p. 8345 - 8359 (2019)
The fluoroalkylation of various nucleophilic reagents with (phenylsulfonyl)difluoromethyl (PhSO2CF2)-substituted phenanthridines was achieved to give fluorinated phenanthridine derivatives, which enables the construction of both carbon-heteroatom and carbon-carbon bonds via the substitution of the phenylsulfonyl group. Mechanistic studies indicated that these reactions proceed through a unimolecular radical nucleophilic substitution (SRN1) mechanism. It is worthwhile noting that in the cases of O-nucleophiles (t-BuO- and PhO-), the addition of t-BuOK/PhCHO could significantly promote the reactions, due to the in situ formation of a highly reactive electron donor species through the interaction of t-BuOK, PhCHO, and the solvent DMF, which can effectively initiate the single electron transfer process.
A-Hydroxy amides from carbamoylsilane and aldehydes
Yao, Yuan,Tong, Wenting,Chen, Jianxin
, p. 176 - 177 (2014/06/09)
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Tribromogermyl monochelates - Derivatives of N,N-disubstituted 2-hydroxycarboxylic amides
Shipov,Gruener,Korlyukov,Kramarova,Murasheva,Bylikin, S. Yu.,Negrebetskii, Vad. V.,Ivashchenko,Airapetyan,Zueva, G. Ya.,Antipin, M. Yu.,Baukov, Yu. I.
experimental part, p. 761 - 770 (2011/01/10)
Reactions of GeBr4 with N,N-dimethyl-2- trimethylsiloxypropionamide (2a), (S)-2-trime-thylsiloxypropionpyrrolidide ((S)-2b), and N,N-dimethyl-O-(trimethylsilyl)mandelamide (2c) afforded pentacoordinated neutral (O,O)-monochelates, viz., N,N-dimethyl-2-tribromoger- myloxypropionamide (3a), (S)-2-tribromogermyloxypropionpyrrolidide ((S)-3b), and N,N-dimethyl-O-(tribromogermyl)mandelamide (3c), respectively. X-ray diffraction study was performed for tribromides 3a, (S)-3b, and 3c, as well as for the N,N-dimethylmandelamide (1c) described earlier. According to the X-ray diffraction data, the Ge atom in tribromides 3a, (S)-3b, and 3c is pentacoordinated and has trigonal bipyramidal configuration with two halogen atoms and oxygen atom of the ether group in the equatorial positions and the halogen atom and the amide oxygen atom in the axial fragment, the bonds in which are somewhat longer as compared to the analogous bonds in tetracoordinated Ge compounds.