NATURAL PRODUCT CHEMISTRY .171. BEHAVIOR OF -TETRAHYDRO-3-QUINOLIN-2,4(1H,3H)-DIONECARBOXYLATE IN THE PRESENCE OF 1,8-DIAZABICYCLO[5,4,0]UNDEC-7-ENE(DBU)
J. Reisch et al., NATURAL PRODUCT CHEMISTRY .171. BEHAVIOR OF -TETRAHYDRO-3-QUINOLIN-2,4(1H,3H)-DIONECARBOXYLATE IN THE PRESENCE OF 1,8-DIAZABICYCLO[5,4,0]UNDEC-7-ENE(DBU), Monatshefte fuer Chemie, 124(11-12), 1993, pp. 1225-1227
In the presence of pentaisopropylguanidine (PIG) ethyl-(E)-4-[(4-bromo
-3-methylbut nyl)-oxy]-N-methyl-3-quinolin-2(1H)-onecarboxylate was co
nverted into dihydro-N-methyl-3-quinolin-2(1H)-onecarboxylate]. The re
action of yl)-N-methyl-1,2,3,4-tetrahydro-3-quinolin-2,4(1H, 3H)-dione
carboxylate and 1,8-diazabicyclo[5,4,0]undec-7-ene (DBU) gave the 2(1H
)-quinolone alkaloid (+/-)-Almeine and o-[1,2-c]-[5,1,3]benzoxadiazoci
n-11,17(12H)-dione.