A Facile Preparation of 4-Arylidene-4,5-dihydrooxazol-5-ones using Zeolite as a Cyclodehydrating Agent
(Note: The full text of this document is currently only available in the PDF Version )
Anima Boruah, Partha P. Baruah and Jagir S. Sandhu
Abstract
An efficient new method for the azlactonisation of acylamino acids using zeolite under mild conditions is described; the method is fairly general as well as providing high yields.
References
Y. S. Rao and R. Filler, Synthesis, 1975, 749 CrossRefCAS; Y. S. Rao and R. Filler, Adv. Heterocycl. Chem., 1977, 21, 175; A. K. Mukherjee and P. Kumar, Heterocycles, 1981, 16, 1995.
K. H. E. Boltze,
E. Etschenberg,
W. Opitz,
S. Raddatz and
O. Vollbrecht,
Ger. Pat.,
1978, 2659543 Search PubMed; E. Etschenberg,
W. Opitz and
S. Raddatz,
Ger. Pat.,
1978, 2659114 Search PubMed.
E. Etschenberg,
W. Opitz and
S. Raddatz,
Ger. Pat.,
1979, 2745584 Search PubMed; E. Etschenberg,
H. Jacobi and
W. Opitz,
Ger. Pat.,
1980, 2904512 Search PubMed; E. Etschenberg,
W. Opitz and
S. Raddatz,
US Pat.,
1982, 4310517 Search PubMed.
I. Lupsa and C. Bilegan, Rev. Chim. (Bucharest), 1974, 25, 95 Search PubMed.
E. Baltazzi and R. Robinson, Chem. Ind. (London), 1954, 191 CAS.
Y. S. Rao, J. Org. Chem., 1976, 41, 722 CrossRefCAS.
G. V. Boyd and P. H. Wright, J. Chem. Soc., Perkin Trans. 1, 1972, 909 RSC.
F. M. F. Chen, K. Kuroda and N. L. Benoiton, Synthesis, 1979, 230 CrossRefCAS.
(a) M. E. Davis, Acc. Chem. Res., 1993, 26, 111 CrossRefCAS;
(b) W. Holderich, M. Hesse and F. Naumann, Angew. Chem., Int. Ed. Engl., 1988, 27, 226 CrossRef;
(c) S. L. Suib, Chem. Rev., 1993, 93, 803 CrossRefCAS;
(d) W. M. H. Sachtler, Acc. Chem. Res., 1993, 26, 383 CrossRefCAS.
P. Kumar, R. S. Reddy, A. P. Singh and B. Pandey, Tetrahedron Lett., 1992, 33, 825 CrossRefCAS; R. S. Reddy, J. S. Reddy, R. Kumar and P. Kumar, Chem. Commun., 1992, 84 RSC; P. Kumar, C. U. Dinesh, R. S. Reddy and B. Pandey, Synthesis, 1993, 1069 CrossRefCAS; P. Kumar, V. R. Hegde, B. Pandey and I. Ravindranathan, J. Chem. Soc., Chem. Commun., 1993, 1553 RSC; P. Kumar, S. V. N. Raju, R. S. Reddy and B. Pandey, Tetrahedron Lett., 1994, 35, 1289 CrossRefCAS.
(a) H. B. Gillespie and H. R. Snyder, Org. Synth. Coll. Vol. II, 1943, 489 Search PubMed;
(b) R. Glaser and M. Twaik, Tetrahedron Lett., 1976, 1219 CrossRefCAS;
(c) C. Bodea and I. Oprean, Rev. Roum. Chim., 1968, 13, 1647 Search PubMed;
(d) E. Baltazzi and E. A. Davis, Chem. Ind. (London), 1962, 929 CAS;
(e) M. Crawford and W. T. Little, J. Chem. Soc., 1959, 729 RSC;
(f) J. M. Riordan and C. H. Stammer, J. Org. Chem., 1974, 39, 654 CrossRefCAS;
(g) H. D. Dakin, J. Biol. Chem., 1932, 82, 439;
(h) K. N. F. Shaw, A. McMillan and M. D. Armstrong, J. Org. Chem., 1958, 23, 27 CrossRefCAS;
(i) J. Niedert and A. Ziering, J. Am. Chem. Soc., 1942, 64, 885 CrossRef.
Click here to see how this site uses Cookies. View our privacy policy here.