Cu(OTf)2 catalyzed Biginelli type condensation of aldehydes, β-keto esters and carbamates: Synthesis of 3,4-dihydro[1,3]oxazin-2-ones

Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry

Volumn 47, Issue 7, 2008, Pages 1091-1095

  Jagdale, Arun R ^a   Paraskar, Abhimanyu S ^a   Sudalai, Arumugam ^a  

^a NATIONAL CHEMICAL LABORATORY   (India)

Author keywords

Aldehydes; Catalysts; Copper; Multicomponent reaction

Indexed keywords

EID: 53849093417     PISSN: 03764699     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (22)

1. Corey E J & Cheng X M, The Logic of Chemical Synthesis (John Wiley & Sons, New York), 1989, 423.
2. (a) Kobayashi M, Kitazawa M, Saito T, Yamamoto R, Harada H & Yakugaku Z, 104, 1984, 659;
3. Cicero Abstr, 102, 1985, 6344m.
4. (b) Engel J, Emig P, Nickel B & Szelenyi 1, Ger Often DE 3.915.184;
5. Chem Abstr, 112, 1990, 2352861.
6. (c) Rajadhyaksha V J, PCT lnt Appl WO 90,00407;
7. Chem Abstr, 113, 1990, 59177t.
8. (d) Testa E, Fontanella L, Cristiani G & Gallo G, J Org Chem, 24, 1959, 1928.
9. (e) Franran C P, Douzon C, Raynaud G M & Serganl M Y, US Pat 3.821.215;
10. Chem Abstr, 82, 1975, 49951r.
11. Wang Y F, Izawa T, Kobayashi S & Ohno M. J Am Chem Soc, 104, 1982, 6465.
12. Hirama M, Shigemoto T & Ito S, J Org Chem, 52, 1987, 3342 and references cited therein.
13. (a) Schunk S & Enders D, Org Lett, 3, 2001, 3177.
14. (b) Gregori J, Gonzalez-Rosende M E & Orena M, Tetrahedron Asymmetry, 11, 2000, 3769.
15. (c) Lohray B B, Baskaran S, Reddy B Y & Rao K S, Tetrahedron Lett, 39, 1998, 6555.
16. (d) Fujita M, Kitagawa O, Suzuki T & Taguchi T, J Org Chem, 62, 1997, 7330.
17. (e) Dewynter G, Abdaoui M, Regainia Z & Montero J L, Tetrahedron. 52, 1996, 14217.
18. (f) Walsh P J, Bennani Y L & Sharpless K B, Tetrahedron Lett, 34, 1993, 5545.
19. (g) Baba A, Shibata I, Fujiwara M & Matsuda H, Tetrahedron Lett, 26, 1985, 5167.
20. (h) Muhlstadt M & Kidera R, Tetrahedron Lett. 24, 1983, 3979.
21. Paraskar A S, Dewkar G K & Sudalai A, Tetrahedron Lett, 44, 2003, 3305.
22. Xu L W, Wang Z T, Xia C G & Zhao P Q, Helv Chim Acta. 87, 2004, 2608.