Nitroacetylene equivalents. Preparation and cycloadditions of 2-phenylsulphinyl-1-nitroalkenes

Journal of the Chemical Society, Chemical Communications

Volumn , Issue 10, 1987, Pages 753-755

  Jung, Michael E ^a   Grove, David D ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0344327873     PISSN: 00224936     EISSN: None     Source Type: Journal    
DOI: 10.1039/C39870000753     Document Type: Article

References (12)

1. Presented at the 192nd National Meeting of the American ChemicalSociety, Anaheim, CA, September 1986, ORGN82.
2. V. Jäger and H. G. Viehe, Angew. Chem., Int. Ed. Engl., 1969, 8, 273
3. H. G. Viehe, V. Jäger, and F. Compernolle, Angew. Chem., Int. Ed. Engl., 1969, 8, 979. In these publications, Viehe refutes the earlier claims3 of the preparation of nitroacetylenes.
4. H. Wieland, Liebigs Ann. Chem., 1903, 328, 154;
5. J. Loevenich, J. Koch, and U. Pucknat, Chem. Ber., 1930, 63, 636
6. J. Loevenich and H. Gerber, Chem. Ber., p. 1707
7. S. S. Novikov, V. M. Belikov, V. F. Demyanenko, and L. V. Lapshina, Izvest. Akad. Nauk SSSR, OtdelChim. Nauk, 1960, 1295.
8. Two recent publications have reported the use of β-phenylsulphonyl-nitro-alkeneasn d a different preparation of β-phenylsulphinyl-nitro-alkene, the unsubstituted β-phenylsulphinyl- l-nitroethylene, and their reactions: N. Ono, A. Kamimura, and A. Kaji, J. Org. Chem., 1986, 51, 2139; TetrahedronLett., 1986, 27, 1595.
9. M. Node, T. Kawabata, M. Fujimoto, and K. Fuji, Synthesis, 1984, 234.
10. B. B. Snider and S. G. Amin, Synth. Commun., 1978, 8, 117.
11. C. P. Casey, C. R. Jones, and H. Tukada, J. Org. Chem., 1981,46,2089;
12. I. Fleming, J. Goldhill, and I. Paterson, Tetrahedron Lett.,1979, 3205.