Acylation of tertiary amides. Formation of 1-acyloxyiminium salts and 1-acyloxyenamines

Journal of the Chemical Society, Chemical Communications

Volumn , Issue 16, 1980, Pages 790-791

  Bottomley, William E ^a   Boyd, Gerhard V ^a  

^a UNIVERSITY OF THE ARTS LONDON   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049107004     PISSN: 00224936     EISSN: None     Source Type: Journal    
DOI: 10.1039/c39800000790     Document Type: Article

References (9)

1. G. V. Boyd and R. L. Monteil, J. Chem. Soc., Perkin Trans. 1, 1978, 1338.
2. For a useful summary of acid amide-carboxylic acid halide adducts, see W. Kantlehner, in ‘Advances in Organic Chemistry,’ eds. H. Bohme and H. G. Viehe, Vol. 9, Part II, Wiley, New York, 1979, p. 42.
3. (a) H. K. Hall, J. Am. Chem. Soc., 1956, 78, 2717
4. H. Bredereck, R. Gompper, K. Klemm, and H. Rempfer, Chem. Ber., 1959, 92, 837
5. (c) D. E. Horning and J. M. Muchowski, Can. J. Chem., 1967, 45, 1247.
6. G. J. Martin and N. Naulet, Tetrahedron Lett., 1976, 357.
7. 6 A. J. Speziale, L. R. Smith, and J. E. Fedder, J. Org. Chem., 1965, 30, 4303.
8. 6 A number of 1-acyloxyenamines have been obtained by the action of silver or triethylammonium carboxylates on 1-chloro- enamines (L. Ghosez and J. Marchand-Brynaert, in ‘Advances in Organic Chemistry,’ eds. H. Bohme and H. G. Viehe, Vol. 9, Part I, Wiley, New York, 1976, p. 475).
9. G. V. Boyd, R. L. Monteil, P. F. Lindley, and M. M. Mahmoud, J. Chem. Soc., Perkin Trans., 1, 1978, 1351.