Synthesis of Isobenzofuran Derivative {2, 6- Dichloro-4-[(Phenylthio) Methyl] Pyridine-3-Yl} (4-Methyl Phenyl) Methanol from 2, 6-Dichloro -4-[(Phenylthio) Methyl] Nicotinonitrite
Keywords:
Isobenzofuran, Diels- Alder reaction.Abstract
The present work on the preparation of trapping of Furo [3,4-c] pyridine inspired us to studying the scope and limitations of this work. Beside this it was decided to work and study Tandem pummerer – Diels – Alder reaction on keto Sulphoxides with these keto Sulphoxides, we turned our attention to the formation of some azaligans via the standard sequential pummerer – Diels- Alder reaction. The treatment of keto -Sulphoxide with acetic anhydride, P-toluene sulphonic acid in presence of dimethyl maleate in refluxing toluene gave the bridged product.
References
- Padwa, A. Chem, Commun, 1998, 1417.
- For a review on heteroisobenzofurans, see : Basak, S.; Ghosh S. K.; Sarkar T.K. J. Indian Inst. Sci., 2001, 81, 431.
- Moskalev, N. V.; Gibble, G.W.; Tetrahedron Lett.2000, 43, 197.
- (a) Wiersum, U.E.; Eldred, C.D. Tetrahedron Lett. 1977, 1741. (b) Muller, P,; Schaller, J.-P. Tetrahedron Lett. 1989, 30, 1507.
- (a) Eberbach, W.; Fritz, H.; Laber, N.Angew. Chem. Int. Ed. Engl. 1988, 27, 568. (b) Eberbach, W,; Laber, N.; Business, J.; Fritz, H.; Ribs, G. Chem. Ber. 1993, 126, 975. (c) Business, J.; Keller, M.; Eberbach, W.Liebigs Ann. 1995, 1503.
- Gribble G.W.; Keavy, D.J.; Davis, D.A.; Saulneir, M.G.; Pelcman, B.; Barden, T.C.; Sibi, M.P.; Olson, E.R.; BelBruno, J.J.J.Org.Chem. 1992, 57, 5878.
- (a) Friedchrisen, W.; Schooning, A. Heterocycles 1986, 24, 307.
Downloads
Published
Issue
Section
License
Copyright (c) IJSRSET
This work is licensed under a Creative Commons Attribution 4.0 International License.