ISSN:
0941-1216
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Organic Syntheses Based on 2-Oxoglutaric Acid. III. Synthesis and Reactions of Dimethyl (E)-2-oxoglutaconateDimethyl (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.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/prac.19933350806
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