Synthesis of 1,1-bisphosphono-2-aza-1,3-dienes, a new class of electron-deficient azadienes

Tetrahedron Letters

Volumn 49, Issue 28, 2008, Pages 4336-4338

  Masschelein, Kurt G R ^a   Stevens, Christian V ^a  

^a GHENT UNIVERSITY   (Belgium)

Author keywords

1,4 Dehydrohalogenation; Bisphosphonates; Phosphono azadienes

Indexed keywords

1,1 BISPHOSPHONO 2 AZA 1,3 DIENE DERIVATIVE; ALKADIENE; AZADIENE DERIVATIVE; BISPHOSPHONIC ACID DERIVATIVE; IMINE; N (BIS PHOSPHONOMETHYL) ALPHA HALOIMINE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; COLUMN CHROMATOGRAPHY; ELECTRON DIFFRACTION; HALOGENATION AND DEHALOGENATION; NUCLEAR MAGNETIC RESONANCE; POLYMERIZATION; ROOM TEMPERATURE; SYNTHESIS;

EID: 44649153523     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.05.031     Document Type: Article

References (19)

1. Graham R., and Russell G. Ann. N.Y. Acad. Sci. 1068 (2006) 367
2. Docampo R., and Moreno S.N.J. Curr. Drug Targets 1 (2001) 51
3. Jayakumar S., Ishar M.P.S., and Mahajan M.P. Tetrahedron 58 (2002) 379
4. Boger D.L. Tetrahedron 39 (1983) 2869
5. Boger D.L. Chem. Rev. 86 (1986) 781
6. Boger D.L., and Patel M. Prog. Heterocycl. Chem. 1 (1989) 30
7. Onys'ko P.P., Maidanovich N.K., Kim T.V., Kiseleva E.I., and Sinitsa A.D. Zh. Obshch. Khim. 68 (1989) 573
8. Palacios F., Gil M.J., Martinez de Marigorta E., and Rodriguez M. Tetrahedron Lett. 40 (1999) 2411
9. Stevens C., Gallant M., and De Kimpe N. Tetrahedron Lett. 40 (1999) 3457
10. Palacios F., Gil M.J., Martinez de Marigorta E., and Rodriguez M. Tetrahedron 56 (2000) 6319
11. Palacios F., Ochoa de Retana A.M., Martinez de Marigorta E., Rodriguez M., and Pagalday J. Tetrahedron 59 (2003) 2617
12. Vanderhoydonck B., and Stevens C.V. Synthesis (2004) 722
13. Palacios F., Herrán E., Alonso C., and Rubiales G. Arkivoc iv (2007) 397-407
14. Masschelein K.G.R., and Stevens C.V. J. Org. Chem. 72 (2007) 9248
15. 2-atmosphere (stirring for 16 h)
16. 4). After filtration and evaporation, the crude chlorinated aldehydes 5 were obtained. To use the aldehydes in the following imination step, distillation was performed.
17. Stevens C.L., and Gillis B.T. J. Am. Chem. Soc. 79 (1957) 3448
18. Tisdale E.J., Vong B.G., Li H., Kim S.H., Chowdhury C., and Theodorakis E.A. Tetrahedron 59 (2003) 6873
19. f = 0.18.