Generation and trapping of cyclopropyldiazonium and diazocyclopropane in the nitrosation of cyclopropylamine with alkyl nitrites

Russian Chemical Bulletin

Volumn 53, Issue 3, 2004, Pages 671-675

  Tomilov, Yu V ^a   Okonnishnikova, G P ^a   Shulishov, E V ^a   Nefedov, O M ^a  

^a N D ZELINSKY INSTITUTE OF ORGANIC CHEMISTRY   (Russian Federation)

Author keywords

1,3 dipolar cycloaddition; azo coupling; cyclopropylazoarenes; cyclopropyldiazonium; cyclopropylhydrazones; diazocyclopropane

Indexed keywords

2 NAPHTHOL; ACRYLONITRILE; CYCLOPROPANE DERIVATIVE; DIAZONIUM COMPOUND; METHACRYLIC ACID METHYL ESTER; NITRILE; NITRITE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PROPYLAMINE;

ARTICLE; CHEMICAL STRUCTURE; NITROSATION; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS;

EID: 4043173445     PISSN: 10665285     EISSN: None     Source Type: Journal    
DOI: 10.1023/B:RUCB.0000035655.90713.05     Document Type: Article

References (20)

1. Yu. V. Tomilov, G. P. Okonnishnikova, and I. V. Kostyuchenko, Izv. Akad. Nauk, Ser. Khim., 2003, 984 [Russ. Chem. Bull., Int. Ed., 2003, 52, 1038].
2. Yu. V. Tomilov, G. P. Okonnishnikova, and I. V. Kostyuchenko, Izv. Akad. Nauk, Ser. Khim., 2003, 984 [Russ. Chem. Bull., Int. Ed., 2003, 52, 1038].
3. A. F. Hegarty, in The Chemistry of Diazonium and Diazo Groups, Ed. S. Patai, John Wiley, New York, 1978, pt. 2, p. 511.
4. W. Kirmse, Angew. Chem., 1976, 88, 273.
5. I. Szele and H. Zollinger, Top. Curr. Chem., 1983, 112, 6.
6. Yu. V. Tomilov, I. V. Kostyuchenko, E. V. Shulishov, and O. M. Nefedov, Mendeleev Commun., 2002, 104.
7. Yu. V. Tomilov, I. V. Kostyuchenko, E. V. Shulishov, and G. P. Okonnishnikova, Izv. Akad. Nauk, Ser. Khim., 2003, 941 [Russ. Chem. Bull., Int. Ed., 2003, 52, 993].
8. Yu. V. Tomilov, I. V. Kostyuchenko, E. V. Shulishov, and G. P. Okonnishnikova, Izv. Akad. Nauk, Ser. Khim., 2003, 941 [Russ. Chem. Bull., Int. Ed., 2003, 52, 993].
9. E. Bamberger, Ber., 1896, 29, 102.
10. Yu. V. Tomilov, E. V. Shulishov, S. A. Yarygin, and O. M. Nefedov, Izv. Akad. Nauk, Ser. Khim., 1995, 2203 [Russ. Chem. Bull., 1995, 44, 2109 (Engl. Transl.)].
11. Yu. V. Tomilov, E. V. Shulishov, S. A. Yarygin, and O. M. Nefedov, Izv. Akad. Nauk, Ser. Khim., 1995, 2203 [Russ. Chem. Bull., 1995, 44, 2109 (Engl. Transl.)].
12. Yu. V. Tomilov, I. V. Kostyuchenko, E. V. Shulishov, and O. M. Nefedov, Izv. Akad. Nauk, Ser. Khim., 1997, 532 [Russ. Chem. Bull., 1997, 46, 511 (Engl. Transl.)].
13. Yu. V. Tomilov, I. V. Kostyuchenko, E. V. Shulishov, and O. M. Nefedov, Izv. Akad. Nauk, Ser. Khim., 1997, 532 [Russ. Chem. Bull., 1997, 46, 511 (Engl. Transl.)].
14. T. Miyamoto, H. Egawa, K. Shibamori, and J. Matsumoto, J. Heterocycl. Chem., 1987, 24, 1333.
15. I. P. Klimenko, Yu. V. Tomilov, and O. M. Nefedov, Izv. Akad. Nauk, Ser. Khim., 2004, 226 [Russ. Chem. Bull., Int. Ed., 2004, 53, 236].
16. I. P. Klimenko, Yu. V. Tomilov, and O. M. Nefedov, Izv. Akad. Nauk, Ser. Khim., 2004, 226 [Russ. Chem. Bull., Int. Ed., 2004, 53, 236].
17. (a) W. Kirmse and H. Schutte, Chem. Ber., 1968, 101, 1674;
18. (b) W. Kirmse and U. Seipp, Chem. Ber., 1974, 107, 745.
19. G. Grinkiewicz and H. Burzyńska, Tetrahedron, 1976, 32, 2109.
20. Z. Yang, J. C. Lorenz, and Y. Shi, Tetrahedron Lett., 1998, 39, 8621.