Preparation of Novel 6-Substituted-4-Hydroxy-2H-Pyran-2-one-3-Carboxamides and Esters via Palladium-Catalyzed Cross-Coupling Methodology

Synlett

Volumn 1997, Issue 8, 1997, Pages 895-896

  May, Paul D ^a   Larsen, Scott D ^a  

^a PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0009301425     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1997-954     Document Type: Article

References (13)

1. a) Tominaga, Y; Ushirogochi, A.; Matsuda, Y; J.Heterocycl. Chem. 1987, 24, 1557-1567, and references cited therein.
2. b) Mustafa, A. "Furopyrans and Furopyrones" in Heterocyclic Compounds Interscience Publishers, London 1967, 2-11.
3. Tominaga, Y; Ushirogochi, A.; Matsuda, Y, and Kobayashi, G. ; Chem. Pharm. Bull. 1984, 32, 3384-3395 and references cited therein.
4. a) Hormi, O.E.O; Paakkanen, A.M. J. Org. Chem. 1987, 52, 5275-5276.
5. b) Takeuchi, N.; Nakagawa, H.; Kamisato, M.; Tobinaga, S.; Chem. Pharm. Bull. 1980, 28, 2460-2467.
6. A series of three papers pertaining to this chemistry were reported by Elvidge a) Davis, S.J.; Elvidge, J.A.; J. Chem. Soc. 1952, 4109-4114. b) Davis, S.J.; Elvidge, J.A.; J. Chem. Soc. 1953, 2251-2257. c) Elvidge, J.A.; J. Chem. Soc. 1962, 2606-2611. Preliminary investigations in our laboratory involving the reactions of 2 with organometallic reagents resulted in multicomponent mixtures of ring opened products.
7. A series of three papers pertaining to this chemistry were reported by Elvidge a) Davis, S.J.; Elvidge, J.A.; J. Chem. Soc. 1952, 4109-4114. b) Davis, S.J.; Elvidge, J.A.; J. Chem. Soc. 1953, 2251-2257. c) Elvidge, J.A.; J. Chem. Soc. 1962, 2606-2611. Preliminary investigations in our laboratory involving the reactions of 2 with organometallic reagents resulted in multicomponent mixtures of ring opened products.
8. A series of three papers pertaining to this chemistry were reported by Elvidge a) Davis, S.J.; Elvidge, J.A.; J. Chem. Soc. 1952, 4109-4114. b) Davis, S.J.; Elvidge, J.A.; J. Chem. Soc. 1953, 2251-2257. c) Elvidge, J.A.; J. Chem. Soc. 1962, 2606-2611. Preliminary investigations in our laboratory involving the reactions of 2 with organometallic reagents resulted in multicomponent mixtures of ring opened products.
9. Sato, M. Ogasawara, H., Oi, K, Kato, K. Chem. Pharm. Bull. 1983, 31, 1896-1901.
10. Milstein, D., Stille, J.K. J.Org. Chem. 1919, 44, 1613-1618.
11. 2O: C, 64.95; H, 4.56. Found; C, 64.96; H, 4.58.
12. Labadie, J.W., Stille, J.K. J.Am. Chem. Soc. 1983, 105, 6129-6137.
13. 5: C, 64.61 ; H, 4.65. Found: C, 64.64; H, 4.72.