Efficient synthesis of trimethylsilyl pseudohalides catalyzed by PEG400/ZnI2 under ultrasound irradiation

Synthetic Communications

Volumn 35, Issue 9, 2005, Pages 1271-1276

  Sufang, Wang ^a,b   Shaobing, Wang ^b   Yongshen, Xu ^a  

^a TIANJIN UNIVERSITY   (China)

^b Tianjin Research and Design Institute of Chemical Industry   (China)

Author keywords

PEG400; Trimethylsilyl chloride; Trimethylsilyl pseudohalides; Ultrasound irradiation

Indexed keywords

CHLOROTRIMETHYLSILANE; MACROGOL 400; TRIMETHYLSILYL DERIVATIVE; TRIMETHYLSILYL PSEUDOHALIDE; UNCLASSIFIED DRUG; ZINC DERIVATIVE; ZINC IODIDE;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL ANALYSIS; SYNTHESIS; ULTRASOUND;

EID: 18744399012     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1081/SCC-200054856     Document Type: Article

References (11)

1. Livinghouse, T. Trimethylsilyl cyanide. Org. Synth. 1990, Coll. Vol. VII, 517.
2. Duboudin, F.; Cazeau, Ph.; Moulines, F.; Laporte, O. A new one-pot synthesis of silylated cyanohydrins. Synthesis 1982, 212.
3. Bailey, J. M. Sequential C-terminal degradation of peptides and proteins using alkali metal salts of lower trialkylsilanes and trialkylamine N-oxide as coupling reagents and derivatized activated polyethylene supports. U.S. Patent 5254475 (Chem. Abstr. 1994, 121, 77798r).
4. Parker, K. A.; Gibbos, E. G. A direct synthesis of primary amides from Grignard reagents. Tetrahedron Lett. 1975, 981-984.
5. Eaborn, C. Organosilicon compounds. Part II. A conversion series for organosilicon halides, pseudohalides, and sulphides. J. Chem. Soc. 1950, 3077-3089.
6. Sukata, K. A convenient method for the synthesis of alkylsilyl cyanides using potassium or sodium cyanide impregnated on amberlite XAD resin. Bull. Chem. Soc. Jpn. 1987, 60, 2257-2258.
7. Voronkov, M. G.; Roman, V. K.; Maletina, E. A. Bis[trimethylsilyl] sulfate as an organosilicon synthon. Synthesis 1982, 277-280.
8. Wang, X. C.; Li, Z.; Da, Y. X.; Chen, J. C.; Wei, T. B. Phase transfer catalyzed syntheses of 4-carboxy phenoxyacetic acid derivatives. Synth. Commun. 1999, 29 (23), 4153.
9. Cao, Y. Q.; Pei, B. G. Etherification of phenols catalysed by solid-liquid phase transfer catalyst PEG400 without solvent. Synth. Commun. 2000, 30, 1759.
10. Ferraboschi, P.; Fiecchi, A.; Grisenti, P.; Santaniello, E. Polyethylene glycols as solvent for anionic activation: Synthesis of thioacetates by means of potassium thioacetate in polyethylene glycol 400. Synth. Commun. 1987, 17 (13), 1569.
11. Ando, T.; Kawate, T.; Yamawaki, T.; Hanafusa, T. Efficient sonochemical synthesis of aromatic acyl cyanides. Synthesis 1983, 637.