A photochemical generation of nitrosocarbonyl intermediates

Tetrahedron Letters

Volumn 40, Issue 4, 1999, Pages 797-800

  Quadrelli, P ^a   Mella, M ^a   Caramella, P ^a  

^a Dipartimento di Chimica Generale   (Italy)

Author keywords

Cycloadditions; Ene reactions; Nitrile oxides; Nitroso compounds

Indexed keywords

1,2,4 OXADIAZOLE DERIVATIVE; CARBONYL DERIVATIVE; NITRILE; NITROSO DERIVATIVE; OXIDE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIZATION; ORGANIC CHEMISTRY; PHOTOCHEMISTRY; REACTION ANALYSIS;

EID: 0033593442     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02416-2     Document Type: Article

References (15)

1. Kirby, G. W. Chem. Soc. Rev. 1977, 6, 1.
2. Quadrelli, P.; Gamba Invernizzi A. and Caramella, P. Tetrahedron Lett., 1996, 37, 1909.
3. Boger, D. L. and Weinreb, S. M. Hetero Diels-Alder Methodology in Organic Synthesis, Academic Press: San Diego, 1987.
4. Vogt, P. F. and Miller, M. J. Tetrahedron, 1998, 54, 1317.
5. Quadrelli, P.; Gamba Invernizzi, A.; Falzoni, M. and Caramella, P. Tetrahedron, 1997, 53, 1787.
6. Cantrell, T. S. and Haller, W. S. J. Chem. Soc., Chem. Comm., 1968, 977.
7. Mukai, T.; Oine, T. and Matsubara, A. Bull. Chem. Soc. Jpn., 1969, 42, 581.
8. Buscemi, S.; Cicero, M. G.; Vivona N. and Caronna, T. J. Heterocyclic Chem., 1988, 25, 931; Buscemi, S.; Vivona, N. and Caronna, T. J. Org. Chem., 1995, 60, 4096.
9. Buscemi, S.; Cicero, M. G.; Vivona N. and Caronna, T. J. Heterocyclic Chem., 1988, 25, 931; Buscemi, S.; Vivona, N. and Caronna, T. J. Org. Chem., 1995, 60, 4096.
10. Keck, G. E.; Webb, R. R. and Yates, J. B. Tetrahedron, 1981, 37, 4007.
11. Quadrelli, P.; Mella, M. and Caramella, P. Tetrahedron Lett., 1998, 39, 3233.
12. Fasani, E.; Amer, A. M. and Albini, A. Hetrocycles, 1994, 37, 985.
13. Satisfactory nmr, ir and microanalyses were obtained for products 13 and 14. All these were further characterized by indipendent syntheses according the following: Thompson, Q. E., J. Am Chem. Soc. 1951, 73, 5841 and Durden, J. A. and Heywood, D. L., J. Org. Chem., 1965, 30, 4359.
14. Satisfactory nmr, ir and microanalyses were obtained for products 13 and 14. All these were further characterized by indipendent syntheses according the following: Thompson, Q. E., J. Am Chem. Soc. 1951, 73, 5841 and Durden, J. A. and Heywood, D. L., J. Org. Chem., 1965, 30, 4359.
15. Thermal generation of nitrosocarbonyls in the presence of nitriles and oxadiazoles does not lead to products 13 or 14.