Journal
SYNTHETIC COMMUNICATIONS
Volume 36, Issue 7, Pages 911-917Publisher
TAYLOR & FRANCIS INC
DOI: 10.1080/00397910500466165
Keywords
caspase-3 inhibitor; chemical transformation; Pfitzinger reaction; pyrrolo[3,4-c]quinoline
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The article describes an effective synthesis and chemical transformations of 6-( morpholine-4-sulfonyl)-2,3,4-quinolinetricarboxylic acid. The key step is the Pfitzinger reaction of 3,3-dichloro-2-oxo-2,3-dihydro-1H-indole with diethyl 2-oxo-succinate. Selective 2-decarboxylation of the tricarboxylic acid followed by reaction of the resulting anhydride with a primary amine led to the formation of the 1,3-dioxo-2,3-dihydro-1H-pyrrolo[3,4-c]quinoline scaffold with interesting pharmacological activity.
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