Abstract
An expeditious solvent-free synthesis of pyrazolino/iminopyrimidino/thioxopyrimidino imidazoline derivatives from readily accessible oxazolones on solid support using microwaves is described. The reaction time has been brought down from hours to minutes with improved yield as compared to conventional heating.
Key words
microwave irradiation - solid-support synthesis - heterocycles
References
1
Gedye R.
Smith F.
Westaway K.
Ali H.
Baldisera L.
Laberge L.
Rousell J.
Tetrahedron Lett.
1986,
27:
279
2
Giguere RJ.
Bray TL.
Duncan SM.
Tetrahedron Lett.
1986,
27:
4945
3
Caddick S.
Tetrahedron
1995,
10403
4
Loupy A.
Petit A.
Hamelin J.
Taxier BF.
Jacqualt P.
Matha D.
Synthesis
1998,
1213
5
Deshayas S.
Marion L.
Loupy A.
Lucha JL.
Petit A.
Tetrahedron Lett.
1999,
55:
10851
6
Dittmer DC.
Chem. Ind.
1997,
779
7
El-Magharaby A.
Abou El-ElaA.
Khalafolla AK.
El-Shawi E.
J. Indian Chem. Soc.
1985,
62:
676
8a
Girges MM.
El-Zahab MMA.
Hanna MA.
Collect. Czech. Chem. Commun.
1989,
54:
1096
9
Singh R.
Pandey VK.
Srimal RC.
Indian J. Pharm. Sci.
1992,
54:
4
10a Emeric G, Hott J, and Perez J. inventors; PCT Int. Appl. WO 9602,538.
11a Blythin DJ. inventors; Eur. Pat. Appl. 29934.
12
Rani HS.
Mogilaian K.
Sreehivasulu B.
Indian J. Heterocycl. Chem.
1995,
5:
45
13
Kidwai M.
Bhushan KR.
Sapra P.
Saxena RK.
Singh M.
Bioorg. Med. Chem.
2000,
8:
69
14
Kidwai M.
Sapra P.
Bhushan KR.
Saxena RK.
Singh M.
Montash. Chem.
2000,
131:
85
15
Kidwai M.
Dave B.
Misra P.
Saxena RK.
Singh M.
Inorg. Chem. Commun.
2000,
3:
465
16
Kidwai M.
Misra P.
Dave B.
Main Group Met. Chem.
2000,
23:
401
17
Cativiela C.
Melendez E.
Synthesis
1978,
832
18
Bram G.
Decodts G.
Tetrahedron Lett.
1980,
21:
5011
19
Molina P.
Almendros P.
Fresneda PM.
Tetrahedron
1994,
50:
2241
20
Karplus M.
J. Chem. Phys.
1959,
30:
11
21 Aluminium Oxide Basic, Brockmann I (Aldrich Chem. Co., Cat. No. 19, 944-3, ~150 mesh, 58 Å, Surface area 155 m2 /g)was used. Alumium Oxide Neutral, Brockmann I (Aldrich Chem. Co., Cat. No. 19, 997-4, ~150 mesh, 58 Å, Surface area 155 m2 /g)was used.
22
Bram G.
Loopy A.
Majdoub M.
Tetrahedron
1990,
46:
5167