Reaction of bromo dipoles with (Z)-4-(arylmethylene)azol-5-ones. Substrate-controlled synthesis of new bromo-substituted heterocyclic spirans and unusual N-benzoyl α-aminoacids

Synlett

Volumn , Issue 9, 2004, Pages 1577-1578

  Foti, Francesco ^a   Grassi, Giovanni ^a   Risitano, Francesco ^a   Rotondo, Enrico ^a   Zona, Domenico ^a  

^a UNIVERSITY OF MESSINA   (Italy)

Author keywords

Bromoheterocycles; Dipolar cycloadditions; Nitrile imines; Nitrile oxides

Indexed keywords

AMINO ACID DERIVATIVE; BROMINE DERIVATIVE; KETONE DERIVATIVE;

ARTICLE; CHEMICAL REACTION KINETICS; CHEMICAL STRUCTURE; CYCLOADDITION; DIASTEREOISOMER; DIPOLE; ROOM TEMPERATURE; STEREOCHEMISTRY; X RAY CRYSTALLOGRAPHY;

EID: 3943083368     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-829537     Document Type: Article

References (15)

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2. (b) Foti, F.; Grassi, G.; Risitano, F. Helv. Chim. Acta 2001, 84, 3313.
3. Caramella, P.; Grunanger, P. In 1,3-Dipolar Cydoaddition Chemistry, Vol. 1; Padwa, A., Ed.; Wiley-Interscience: New York, 1984, Chap. 3.
4. 1
5. 3) gave the indicated products as colorless crystals.
6. (a) Grassi, G.; Risitano, F.; Foti, F.; Cordaro, M. Synlett 2001, 812.
7. (b) Risitano, F.; Grassi, G.; Foti, F.; Bruno, G.; Rotondo, A. Heterocycles 2003, 60, 857.
8. Maquestiau, A.; Van Haverbeke, Y.; Muller, R. N. Tetrahedron Lett. 1972, 1147.
9. +].
10. 15N Nuclear Magnetic Resonance Spectroscopy; John Wiley and Sons: New York, 1979, Chap. 3, 28.
11. 3 at δ = 379.60 ppm.
12. (a) Faber, K.; Kappe, T. J. Heterocycl. Chem. 1984, 21, 1881.
13. +].
14. X-ray data to be submitted to Acta Cryst.
15. Halling, K.; Thomsen, I.; Torssell, K. B. G. Liebigs Ann. Chem. 1989, 985.