Generation of ethyl thioxoacetate, a dienophilic thioaldehyde

Journal of the Chemical Society, Chemical Communications

Volumn , Issue 8, 1983, Pages 423-425

  Bladon, Christine M ^a   Ferguson, Irene E G ^a   Kirby, Gordon W ^a   Lochead, Alistair W ^a   McDougall, Duncan C ^a  

^a UNIVERSITY OF GLASGOW   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0012984441     PISSN: 00224936     EISSN: None     Source Type: Journal    
DOI: 10.1039/c39830000423     Document Type: Article

References (14)

1. E. Vedejs, T. H. Eberkin, and D. L. Varie, J. Am. Chem. Soc., 1982, 104, 1445, and references cited therein.
2. J. E. Baldwin and R. C. G. Lopez, J. Chem. Soc., Chem. Commun., 1982, 1029.
3. S. M. Weinreb and R. S. Staib, Tetrahedron, 1982, 38, 3087.
4. The preparation of 2, 4, 6-tri-t-butylthiobenzaldehyde has been reported recently.
5. R. Okazaki, A. Ishii, N. Fukuda, H. Oyama, and N. Inamoto, J. Chem. Soc., Chem. Commun., 1982, 1187.
6. Thials stabilised by extended conjugation have been known for some time: R. K. Mackie, S. McKenzie, D. H. Reid, and R. G. Webster, J. Chem. Soc., Perkin Trans., 1, 1973, 657.
7. H. G. Giles, R. A. Marty, and P. de Mayo, Can. J. Chem., 1976, 54, 537.
8. D. C. McDougall, Ph.D. Thesis, University of Glasgow, 1981.
9. Comparison was made with the spectrum of the known adduct (5.
10. 2 in place of S): K. W. Bentley and D. G. Hardy, J. Am. Chem. Soc., 1967, 89, 3267.
11. W. Fulmor, J. E. Lancaster, G. O. Morton, J. J. Brown, C. F. Howell, C. T. Nora, and R. A. Hardy Jr., J. Am. Chem. Soc., 1967, 89, 3322.
12. G. W. Kirby and J. G. Sweeny, J. Chem. Soc., Perkin Trans., 1, 1981, 3250.
13. D. A. Armitage and M. J. Clark, Chem. Commun., 1970, 104.
14. J. K. Sutherland, personal communication.