Journal fur Praktische Chemie - Chemiker-Zeitung p. 683 - 686 (1993)
Update date:2022-08-25
Topics:
Blitzke, T.
Hartenstein, H.
Sicker, D.
Wilde, H.
Dimethyl (E)-2-oxoglutaconate 1 obtained by dehydrobromination of dimethyl 3-bromo-2-oxoglutarate reacts with o-phenylendiamine to form the quinoxalin-2(1H)-one 2, and with phenylhydrazine to yield the 4,5-dihydropyrazole 3.Furthermore, a Doebner-von Miller-type reaction affords the 8-carboxy quinoline derivative 4.Finally, addition of bromine leads diastereoselectively to the racemate of dimethyl 3S,4R- and 3R,4S-dibromo-2-oxoglutarate 5.
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