Synthetic utility of Kabachnik-Fields reaction: A convenient one-pot three-component synthesis of N-phenyl isoquinolone-1-phosphonates

Tetrahedron Letters

Volumn 53, Issue 51, 2012, Pages 6940-6942

  Borse, Amulrao U ^a   Patil, Nilesh L ^a   Patil, Mahesh N ^a   Mali, Raghao S ^b  

^a NORTH MAHARASHTRA UNIVERSITY   (India)

^b UNIVERSITY OF PUNE   (India)

Author keywords

Aminophosphonates; Kabachnik Fields reaction; N Phenyl isoquinolone 1 phosphonates; One pot synthesis

Indexed keywords

ACETIC ACID; ANILINE DERIVATIVE; ETHYL 2 (2 FORMYL 4,5 DIMETHOXYPHENYL) ACETATE; N PHENYL ISOQUINOLONE 1 PHOSPHONATE DERIVATIVE; PHOSPHITE; PHOSPHONIC ACID DERIVATIVE; TRIETHYL PHOSPHITE; TRIFLUROACETIC ACID; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; ONE POT SYNTHESIS; REACTION ANALYSIS;

EID: 84869219175     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2012.10.030     Document Type: Article

References (28)

1. F.R. Atherton, C.H. Hassall, and R.W. Lambert J. Med. Chem. 29 1986 29
2. L.A. Paige, G.Q. Zheng, S.A. DeFrees, J.M. Cassady, and R.L. Geahlen J. Med. Chem. 32 1989 1665
3. A. Peyman, W. Stahl, K. Wagner, D. Ruppert, and K. Budt Bioorg. Med. Chem. Lett. 4 1994 2601
4. L. Jin, B. Song, G. Zhang, R. Xu, S. Zhang, X. Gao, D. Hu, and S. Yang Bioorg. Med. Chem. Lett. 16 2006 1537
5. V.P. Kukhar, and H.R. Hudson Aminophosphonic and Aminophosphinic Acids Chemistry and Biological Activity 2000 Wiley New York, Chichester
6. K. Moonen, I. Laureyn, and C.V. Stevens Chem. Rev. 104 2004 6177
7. I. Laureyn, C.V. Stevens, M. Soroka, and P. Malyse Arkivoc 2003 102
8. D. Redmore J. Org. Chem. 43 1978 992
9. J.A. Boutin, C.A. Cudennec, P. Hautefaye, G. Lavielle, A. Pierre, and C. Schaeffer J. Med. Chem. 1991 1998 34
10. D. Miliszkiewicz, P. Wieczorek, B. Lejczak, E. Kowalik, and P. Kafarski Pestic. Sci. 34 1992 349
11. L. Maier, and H. Spoerri Phosphorous, Sulfur Silicon Relat. Elem. 61 1991 69
12. H.F. Schuster, and G.M. Coppola Allenes in Organic Synthesis 1984 Wiley New York, NY pp. 247-252
13. C. Patois, L. Ricard, and P. Savignac J. Chem. Soc., Perkin Trans. 1 1990 1577
14. A. Couture, E. Deniau, P. Grandclaudon, and C. Hoarau Tetrahedron 56 2000 1491
15. A. Couture, E. Deniau, P. Grandclaudon, and P. Woisel Tetrahedron 52 1996 4433
16. S.N. Zefirov, and E.D. Matveeva Arkivoc 2008 1 17
17. M.I. Kabachnik, and T.Y. Medved Dokl. Akad. Nauk SSSR 83 1952 689
18. A.N. Pudovik Dokl. Akad. Nauk SSSR 83 1952 865 Chem. Abstr. 1953, 47, 4300
19. A.N. Pudovik, and I.V. Konovaloa Synthesis 1979 81
20. H. Wang, X. Li, F. Wu, and B. Wan Tetrahedron Lett. 53 2012 681
21. K. Alagiri, P. Devadig, and K.R. Prabhu Tetrahedron Lett. 53 2012 1456
22. M. Rueping, S. Zhu, and R.M. Koenigs Chem. Commun. 47 2011 8679
23. D.P. Hari, and B. Konig Org. Lett. 13 2011 3852
24. O. Basle, and C.-J. Li Chem. Commun. 2009 4124
25. W. Han, P. Mayer, and A.R. Ofial Adv. Synth. Catal. 352 2010 1667
26. M.S. Singh, and S. Chowdhury RSC Adv. 2 2012 4547
27. C.J. Stearman, M. Wilson, and A. Padwa J. Org. Chem. 74 2009 3491
28. G.A. Kraus, and M.E. Krolski J. Org. Chem. 51 1986 3347