Coumarin-enaminoester adducts: Structure corrections (X-ray) and some novel transformations. Synthesis of annulated tricyclic 2-pyridones

Synlett

Volumn , Issue 9, 2004, Pages 1584-1588

  Raev, Lyubomir D ^a   Frey, Wolfgang ^b   Ivanov, Ivo C ^a  

^a MEDICAL UNIVERSITY OF SOFIA   (Bulgaria)

^b UNIVERSITY OF STUTTGART   (Germany)

Author keywords

Enamines; Michael addition; N heterocycles; Pyrans; Pyridines; X ray analysis

Indexed keywords

2 PYRIDONE DERIVATIVE; COUMARIN; ESTER DERIVATIVE; LACTONE; MALONIC ACID DERIVATIVE;

ANNULATION REACTION; ARTICLE; CHEMICAL STRUCTURE; CYCLIZATION; MICHAEL ADDITION; RING OPENING; SUBSTITUTION REACTION; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 3943049281     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-829081     Document Type: Article

References (11)

1. (a) Ivanov, I. C.; Raev, L. D. Synth. Commun. 1986, 16, 1679.
2. (b) Ivanov, I. C.; Raev, L. D. Liebigs Ann. Chem. 1987, 1107.
3. (c) Ivanov, I. C.; Raev, L. D. Arch. Pharm. 1995, 328, 53.
4. (d) Raev, L. D.; Voinova, E.; Ivanov, I. C.; Popov, D. Pharmazie 1990, 45(9), 696.
5. Kantlehner, W. In Houben-Weyl, 4th ed., Part 2, Vol. E 15; Kropf, H.; Schaumann, E., Eds.; Thieme: Stuttgart, 1993, 2197.
6. X-ray Crystal Structure Analyses: atomic coordinates, bond lengths [Å] and angles [deg], anisotropic displacement parameters, hydrogen coordinates, torsion angles [deg] have been deposited at Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK, under deposition numbers CCDC 177460 for 6a, CCDC 177461 for 8a, CCDC 177459 for 10e, CCDC 181931 for 11a, CCDC 233450 for 13c, CCDC 177462 for 13h, CCDC 177463 for 15a, CCDC 177464 for 16a, CCDC 177464 for 17a [fax: +44 (1223)336033; homepage: http:// www.ccdc.cam.ac.uk].
7. 2,7]trideca-2,4,6-trien-9-yl} acetate (11a).
8. Claremon, D. A.; Hirshfield, J.; Lumma, P. K.; McClure, D. E.; Springer, J. P. Synthesis 1986, 144.
9. 3).
10. 3), 11.12 (s, 1 H, amide-NH), 12.01 (s, 1 H, lactam-NH).
11. Raev, L. D.; Ivanov, I. C. Third National Congress of Pharmacy (Abstracts), 17-19 October 1996, Sofia - Panichishte (Bulgaria); poster 11.P5.