Tin(II) compounds as catalysts for the Kabachnik-fields reaction under solvent-free conditions: Facile synthesis of α -aminophosphonates

Synthesis

Volumn , Issue 1, 2010, Pages 57-62

  Gallardo Macias, Ricardo ^a   Nakayama, Kensaku ^a  

^a CALIFORNIA STATE UNIVERSITY   (United States)

Author keywords

aminophosphonates; Catalysis; Imines; Lewis acids; Solvent free

Indexed keywords

AMINOPHOSPHONATES; CATALYTIC AMOUNTS; FACILE SYNTHESIS; HIGH YIELD; LEWIS ACID; REACTION UNDER; SOLVENT FREE; SOLVENT FREE CONDITIONS; THREE-COMPONENT;

ACIDS; ALDEHYDES; CATALYSIS; NITROGEN COMPOUNDS; SYNTHESIS (CHEMICAL); TIN; TITANIUM COMPOUNDS;

SOLVENTS;

ALDEHYDE; AMINE; DIETHYL PHOSPHITE; PHOSPHITE; PHOSPHORAMIDIC ACID DERIVATIVE; STANNIC CHLORIDE; TIN BROMIDE; TIN CHLORIDE; TIN DERIVATIVE; TIN IODIDE; TIN TRIFLUOROMETHANESULFONIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; KABACHNIK FIELDS REACTION; REACTION ANALYSIS; SYNTHESIS;

EID: 75749131643     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0029-1217091     Document Type: Article

References (36)

1. Horiguchi M, Kandatsu M, Nature 1959 184 901
2. Alonso E, Alonso E, Solis A, delPozo C, Synlett 2000 698
3. Allenberger F, Klare I J., J. Antimicrob. Chemother. 1999 43 211
4. Kafarski P, Lejczak B, Phosphorus, Sulfur Silicon Relat. Elem. 1991 63 193
5. Natchev I A., Liebigs Ann. Chem. 1988 861
6. Chung S.-K, Kang D.-H, Tetrahedron: Asymmetry 1996 7 21
7. Schlemminger I, Willecke A, Maison W, Koch R, Lutzen A, Martens J, J. Chem. Soc., Perkin Trans. 1 2001 2804
8. Laschat S, Kunz H, Synthesis 1992 90
9. Yadav J S., Reddy B V. S., Raj K S., Reddy K B., Prassad A R., Synthesis 2001 2277
10. Matveeva E D., Zefirov N S., Russ. J. Org. Chem. 2006 42 1237
11. Manjula A, Rao B V., Neelakantan P, Synth. Commun. 2003 33 2963
12. Atmani A, Combret J.-C, Malhiac C, Mulengi J K., Tetrahedron Lett. 2000 41 6045
13. Zefirov N S., Matveeva E D., ARKIVOC 2008 (i) 1
14. Qian C, Huang T, J. Org. Chem. 1998 63 4125
15. Paraskar A S., Sudalai A, ARKIVOC 2006 (x) 183
16. Heydari A, Afsaneh A, Catal. Commun. 2007 8 1023
17. Ranu B C., Hajra A, Jana U, Org. Lett. 1999 1 1141
18. Xu F, Luo Y, Deng M, Shen Q, Eur. J. Org. Chem. 2003 4728
19. Heydari A, Zarei M, Alijanianzadeh R, Tavakol H, Tetrahedron Lett. 2001 42 3629
20. Kaboudin B, Nazari R, Tetrahedron Lett. 2001 42 8211
21. Hosseni-Savrari M, Tetrahedron 2008 64 5459
22. Chandrasekhar S, Prakash S J., Jagadeshwar V, Narsihmulu Ch, Tetrahedron Lett. 2001 42 5561
23. Baghat S, Chakraborti A, J. Org. Chem. 2007 72 1263
24. Firouzabadi H, Iranpoor N, Sobhani S, Synthesis 2004 16 2692
25. Kabachnik M M., Zobnina E V., Beletskaya I P., Synlett 2005 1393
26. Hjeresen D L., Schutt D L., Boese J M., J. Chem. Educ. 2000 77 1543
27. Wu J, Sun W, Xia H.-G, Sun X, Org. Biomol. Chem. 2006 4 1663
28. 9a&
29. Some studies involving the mechanism of the Kabachnik-Fields reaction include:, Matveeva E D., Zefirov N S., Dokl. Chem. 2008 420 137
30. Galkina I V., Galkin V I., Cherkasov R A., Russ. J. Gen. Chem. 1998 68 1402
31. Galkina I V., Sobanov A A., Galkin V I., Cherkasov R A., Russ. J. Gen. Chem. 1998 68 1398
32. Galkina I V., Zvereva E R., Galkin V I., Cherkasov R A., Russ. J. Gen. Chem. 1998 68 1391
33. Galkina I V., Zvereva E R., Galkin V I., Sobanov A A., Cherkasov R A., Russ. J. Gen. Chem. 1998 68 1387
34. Krutikov V I., Lavrenev A N., Sukhanovskaya E V., Zh. Obshch. Khim. 1991 61 3121
35. Azizi N, Saidi M R., Tetrahedron 2003 59 5329
36. Sun P, Yang X, Hu Z, J. Chem. Res. 2006 4 240