Five-And Six-Membered Cyclic a-Acylvinyl Anionic Synthons: Synthesis of a-Trimethylsilyl-α ,ß-Unsaturated Cycloalkenones and their Conversion into 2-(hydroxydimethylsilyl)cycloalk-2-Enones through Carbon-Silicon Bond Scission

@article{Jyothi2012FiveAndSC,
  title={Five-And Six-Membered Cyclic a-Acylvinyl Anionic Synthons: Synthesis of a-Trimethylsilyl-$\alpha$ ,{\ss}-Unsaturated Cycloalkenones and their Conversion into 2-(hydroxydimethylsilyl)cycloalk-2-Enones through Carbon-Silicon Bond Scission},
  author={D. Shanmukhi Jyothi and Hariprasad Suresh},
  journal={Arkivoc},
  year={2012},
  volume={2012}
}
Five- and six-membered I±-trimethylsilyl-I±,I²-unsaturated cycloalkenones were prepared by the Wurtz-Fittig coupling reaction of the corresponding 6-bromo-1,4-dioxaspiro4,ncycloalk-6-enes with sodium and chlorotrimethylsilane. Upon treatment with anhydrous AlCl3, the compounds underwent carbon-silicon bond scission to yield a novel class of compounds: the 2-(hydroxydimethylsilyl)cycloalk-2-enones. © ARKAT-USA, Inc. 
View PDF
4 Citations

4 Citations

Synthesis of Some Novel 1-(Substituted Phenyl)-2-(4-(Trimethylsilyl)-1H-1,2,3-Triazol-1-YL) Ketones
GRAPHICAL ABSTRACT R: substituted phenyl, R1: H, CH3. Abstract A facile and highly efficient method for the regioselective one-pot synthesis of a series of novel 1-(substituted…
A Novel Regiospecific Synthesis of 1-Chloro-2-arylcyclohexenes
An efficient high yielding chemoselective synthesis of eleven novel 1-chloro-2-arylcyclohexenes employing the Suzuki cross coupling of 1-bromo-2-chlorocyclohexene with eleven different aryl boronic…
Crystal, spectral characterization, molecular docking, Hirshfeld computational studies and 3D-energy framework analysis of a novel puckered compound (C14H15Cl O): 2-Chloro-3-phenyl-5,5-dimethylcyclohex-2-en-1-one
Synthesis, anti‐microbial/radical scavenging and in‐silico investigations of a novel class of 4‐[(4 ʹ ‐hydroxymethylphenyl)‐ 1 H ‐1 ʹ ,2 ʹ ,3 ʹ ‐triazol‐1‐yl‐methyl]‐ 2 H ‐chromen‐2‐ones

References

SHOWING 1-4 OF 4 REFERENCES
Silicon in Organic, Organometallic, and Polymer Chemistry
B, 1019. (b) Fleming, I.; Dunogues
  • J.; Smithers, R. Org. React
  • 1989
Apeloig Eds. The Chemistry of Organic Silicon Compounds Vols
  • Acc. Chem. Res
  • 1999
Review on α - acylvinyl anionic synthons : Chinchilla , R . ; Najera , C
  • Chem . Rev .
  • 2000