MICHAEL CONDENSATION OF ETHYL-3(H)-OXONAPHTHO(2,1-B)PYRAN-2-CARBOXYLATE WITH KETONES

Authors
SELIM MR ELAGRODY AM BEDAIR AH ALY FM
Citation
Mr. Selim et al., MICHAEL CONDENSATION OF ETHYL-3(H)-OXONAPHTHO(2,1-B)PYRAN-2-CARBOXYLATE WITH KETONES, Heterocyclic communications, 2(6), 1996, pp. 581-585
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocyclic communications → ACNP
ISSN journal
07930283
Volume
2
Issue
6
Year of publication
1996
Pages
581 - 585
Database
ISI
SICI code
0793-0283(1996)2:6<581:MCOE>2.0.ZU;2-M
Abstract
Condensation of ethyl 3(H)-oxonaphtho (2,1-b) pyran-2-carboxylate (1) with ketones in the presence of ammonium acetate or amines:at room tem perature gave the corresponding naphthoxazocine carboxylates (2) via a Micheal addition. While condensation of (1) with ketones in a sealed tube at 170 degrees C in the presence of ammonium acetate or aromatic amines gave 1,3-disubstituted-2-methyl-4a, 12b-dihydro-4H[1H]naphtho ( 2,1-b) pyrano [3,4-c] pyridine-4,5 (3H)-dione (4). The structure assig ned are supported by H-1-NMR, IR spectra and microanalyses.