Sodium bis(trimethylsilyl)amide in the 'one-flask' transformation of aromatic esters to nitriles

Synthesis

Volumn , Issue 3, 1998, Pages 329-332

  Hwu, Jih Ru ^a,b   Hsu, Chia Hao ^a   Wong, Fong Fuh ^a   Chung, Chung Sun ^a   Hakimelahi, Gholam H ^b  

^a NATIONAL TSING HUA UNIVERSITY   (Taiwan)

^b INSTITUTE OF CHEMISTRY   (Taiwan)

Author keywords

1,2 elimination; Esters; Nitriles; Oneflask; Sodium bis(trimethylsilyl)amide

Indexed keywords

SODIUM BIS(TRIMETHYLSILYL)AMIDE; TRIMETHYLSILYL DERIVATIVE; UNCLASSIFIED DRUG;

ANALYTIC METHOD; ARTICLE; DEHYDRATION; DRUG ELIMINATION; DRUG SYNTHESIS; DRUG TRANSFORMATION; ELECTRON TRANSPORT; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0031883578     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-2034     Document Type: Article

References (19)

1. Watson, B. T. In Encyclopedia of Reagents for Organic Synthesis; Paquette, L. A., Ed.; Wiley: Chichester, 1995; Vol. 7; p 4564.
2. Hwu, J. R.; Wong, F. F.; Huang, J.-J.; Tsay, S.-C. J. Org. Chem. 1997, 62, 4097.
3. Lohaus, G. Org. Synth. 1970, 50, 18.
4. Buehler, C. A.; Pearson, D. E. Survey of Organic Syntheses; Wiley-Interscience: New York, 1970; p 951;
5. and Survey of Organic Syntheses; 1977; Vol. 2; p 854.
6. Klein, D. A. J. Org. Chem. 1971, 36, 3050.
7. Imamoto, T.; Takaoka, T.; Yokoyama, M. Synthesis 1983, 142.
8. Hulkenberg, A.; Troost, J. J. Tetrahedron Lett. 1982, 23, 1505 and references cited therein.
9. North, M. In Comprehensive Organic Functional Group Transformations; Katritzky, A. R.; Meth-Cohn, O.; Rees, C. W.; Pattenden, G., Eds.; Pergamon: Cambridge, 1995; Vol. 3; pp 617-620.
10. Wood, J. L.; Khatri, N. A.; Weinreb, S. M. Tetrahedron Lett. 1979, 20, 4907.
11. Rao, C. S.; Rambabu, M.; Srinivasan, P. S. Indian J. Chem., Sect. B 1987, 26B, 407;
12. Chem. Abstr. 1988, 108, 111925y.
13. Pump, J.; Rochow, E. G. Chem. Ber. 1964, 627.
14. Birkofer, L.; Ritter, A. Angew. Chem., Int. Ed. Engl. 1965, 4, 417.
15. (a) Its physical properties and spectroscopic characteristics are consistent with those of an authentic sample available from Aldrich Chemical Co.
16. (b) Aldrich Catalog Handbook of Fine Chemicals 1996-1997; Aldrich Chemical Co.: Milwaukee, WI, 1996.
17. Adachi, M.; Sugasawa, T. Synth. Commun. 1990, 20, 71.
18. Omura, K.; Matsuura, T. Tetrahedron 1970, 26, 255.
19. Kuzmic, P.; Soucek, M. Collect. Czech. Chem. Commun. 1987, 52, 980.