N-azinylpyridinium N-aminides: Tandem reactions with α-halocarbonyl derivatives and analogs

Tetrahedron Letters

Volumn 41, Issue 31, 2000, Pages 5837-5840

  De La Rosa, Rebeca ^a   Martínez Barrasa, Valentín ^a   Burgos, Carolina ^a   Alvarez Builla, Julio ^a  

^a UNIVERSITY OF ALCALÁ   (Spain)

Author keywords

Alkylation; Amidines; Pyridinium salts; Ylides

Indexed keywords

AMIDINE; CARBONYL DERIVATIVE; HETEROCYCLIC NITRO COMPOUND; PYRIDINE DERIVATIVE; PYRIDINIUM DERIVATIVE;

ALKYLATION; ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0343953414     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00839-X     Document Type: Article

References (13)

1. Skipper, P. L.; Tannenbaum, S. R.; Baldwin, J. E.; Scott, A. Tetrahedron Lett. 1977, 49, 4269-4272.
2. Carceller, R.; García-Navio, J. L.; Izquierdo, M. L.; Alvarez-Builla, J. Tetrahedron Lett. 1993, 34, 2019-2020.
3. García de Viedma, A.; Martínez-Barrasa, V.; Burgos, C.; Izquierdo, M. L.; Alvarez-Builla, J. J. Org. Chem. 1999, 64, 1007-1010.
4. Martinez-Barrasa, V.; Delgado, F.; Burgos, C.; García-Navío, J. L.; Izquierdo, M. L.; Alvarez-Builla, J. Tetrahedron 2000, 56, 2481-2490.
5. Hermecz, I.; Meszaros, Z. Adv. Heterocyclic Chem. 1983, 33, 241-290.
6. Strah, S.; Golobic, A.; Golic, L. Stanovnik, B. J. Heterocycl. Chem. 1997, 34, 1511-1517.
7. Toplak, R.; Selic, L.; Sorsak, G.; Stanovnik, B. Heterocycles 1997, 45, 555-565.
8. Podergajs, S.; Stanovnik, B.; Tisler, M. Synthesis 1984, 263-265.
9. Moutou, J. L.; Schmitt, M.; Collot, V.; Bourguignon, J. J. Heterocycles 1997, 45, 897-910.
10. Moutou, J. L.; Schmitt, M.; Wermuth, C. G.; Bourguignon, J. J. Tetrahedron Lett. 1994, 37, 6883-6886.
11. Vega, J. A.; Vaquero, J. J.; Ezquerra, J.; Hamdouchi, C. Tetrahedron 1999, 55, 2317-2326.
12. Chayer, S.; Schmitt, M.; Collot, V.; Bourguignon, J. J. Tetrahedron Lett. 1998, 39, 9685-9688.
13. 3CO) 9.61 (1H, m, NH), 8.50 (1H, ddd, J=6.8, 2, 0.8 Hz, H6), 8.45 (1H, ddd, J=7.2, 1.2, 1.1 Hz, H6′), 8.00 (1H, ddd, J=8.4, 7.4, 2 Hz, H4), 7.55 (1H, bd, J=8.4 Hz (w 1/2=0.8 Hz, H3), 7.51 (1H, ddd, J=9.2, 1.2, 1.1 Hz, H3′), 7.41 (1H, ddd, J=9.2, 6.9, 1.2 Hz, H4′), 7.30 (1H, ddd, J=7.4, 6.8, 0.8 Hz, H5), 7.08 (1H, ddd, J=7.2, 6.9, 1.2 Hz, H5′), 4.45 (2H, m, CH-CN).