Copyright (c) 2016 AJC
This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis and Crystal Structure of 1,7,8,9-Tetrachloro-N-ethyl-10,10-dimethoxy-4-azatricyclo(5,2,1,02,6)dec-8-ene-3,5-dione
Corresponding Author(s) : He Liu
Asian Journal of Chemistry,
Vol. 28 No. 2 (2016): Vol 28 Issue 2
Abstract
1,7,8,9-Tetrachloro-N-ethyl-10,10-dimethoxy-4-azatricyclo(5,2,1,02,6)dec-8-ene-3,5-dione was obtained by Diels-Alder reaction between N-ethylmaleimide with 5,5-dimethoxy-1,2,3,4-tetrachlorocyclopentadiene in toluene. Its structure was characterized by elemental analysis, 1H NMR, MS and X-ray single-crystal diffraction techniques. The title compounds comprise a polycyclic fused pyrrolidine ring system. Two methoxyl groups lied in symmetry axis on the top of “chair” cycloheptane structure.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- L.E. Overman and J.E. Tellew, J. Org. Chem., 61, 8338 (1996); doi:10.1021/jo961341r.
- (a) D.J. Denhart, D.A. Griffith and C.H. Heathcock, J. Org. Chem., 63, 9616 (1998); doi:10.1021/jo981801b; (b) P. Armstrong, R. Grigg, M.W. Jordan and J.F. Malone, Tetrahedron, 41, 3547 (1985); doi:10.1016/S0040-4020(01)96708-0; (c) G. Mehta and C. Prabhakar, J. Org. Chem., 60, 4638 (1995); doi:10.1021/jo00119a048.
- Y.-T. Di, H.-P. He, Y.-S. Wang, L.-B. Li, Y. Lu, J.-B. Gong, X. Fang, N.-C. Kong, S.-L. Li, H.-J. Zhu and X.-J. Hao, Org. Lett., 9, 1355 (2007); doi:10.1021/ol070218r.
- J. Kossakowski, A. Wojciechowkai and A.E. Kozio, Acta Polon. Pharm.-Drug Res., 63, 261 (2006).
- J. Kossakowski, A. Bielenica, B. Mirosław, A.E. Koziol, I. Dybala and M. Struga, Molecules, 13, 1570 (2008); doi:10.3390/molecules13081570.
- M. Struga, J. Kossakowski, E. Kedzierska, S. Fidecka and J. Stefanska, J. Chem. Pharm. Bull. (Tokyo), 55, 796 (2007); doi:10.1248/cpb.55.796.
- H. Liu, J.-L. Zhong, W.-X. Sun, Y.-Q. Gong and L.-H. Liu, Acta Crystallogr., E71, o32 (2015); doi:10.1107/S2056989014026279.
- H. Liu, L.-L. Gong, F.-F. Han, Y.-L. Lv and L.-H. Liu, Asian J. Chem., 27, 2317 (2015); doi:10.14233/ajchem.2015.18785.
- M.P. Cava, A.A. Deana, K. Muth and M.J. Mitchell, Org. Synth., 5, 944 (1973).
- G.M. Sheldrick, SHELXS-97, Program for X-ray Crystal Structure Solution, Göttingen University, Germany (1997); G.M. Sheldrick, SHELXL-97, Program for X-ray Crystal Structure Refinement, Göttingen University, Germany (1997).
References
L.E. Overman and J.E. Tellew, J. Org. Chem., 61, 8338 (1996); doi:10.1021/jo961341r.
(a) D.J. Denhart, D.A. Griffith and C.H. Heathcock, J. Org. Chem., 63, 9616 (1998); doi:10.1021/jo981801b; (b) P. Armstrong, R. Grigg, M.W. Jordan and J.F. Malone, Tetrahedron, 41, 3547 (1985); doi:10.1016/S0040-4020(01)96708-0; (c) G. Mehta and C. Prabhakar, J. Org. Chem., 60, 4638 (1995); doi:10.1021/jo00119a048.
Y.-T. Di, H.-P. He, Y.-S. Wang, L.-B. Li, Y. Lu, J.-B. Gong, X. Fang, N.-C. Kong, S.-L. Li, H.-J. Zhu and X.-J. Hao, Org. Lett., 9, 1355 (2007); doi:10.1021/ol070218r.
J. Kossakowski, A. Wojciechowkai and A.E. Kozio, Acta Polon. Pharm.-Drug Res., 63, 261 (2006).
J. Kossakowski, A. Bielenica, B. Mirosław, A.E. Koziol, I. Dybala and M. Struga, Molecules, 13, 1570 (2008); doi:10.3390/molecules13081570.
M. Struga, J. Kossakowski, E. Kedzierska, S. Fidecka and J. Stefanska, J. Chem. Pharm. Bull. (Tokyo), 55, 796 (2007); doi:10.1248/cpb.55.796.
H. Liu, J.-L. Zhong, W.-X. Sun, Y.-Q. Gong and L.-H. Liu, Acta Crystallogr., E71, o32 (2015); doi:10.1107/S2056989014026279.
H. Liu, L.-L. Gong, F.-F. Han, Y.-L. Lv and L.-H. Liu, Asian J. Chem., 27, 2317 (2015); doi:10.14233/ajchem.2015.18785.
M.P. Cava, A.A. Deana, K. Muth and M.J. Mitchell, Org. Synth., 5, 944 (1973).
G.M. Sheldrick, SHELXS-97, Program for X-ray Crystal Structure Solution, Göttingen University, Germany (1997); G.M. Sheldrick, SHELXL-97, Program for X-ray Crystal Structure Refinement, Göttingen University, Germany (1997).