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Synlett 1991; 1991(8): 571-572
DOI: 10.1055/s-1991-20801
DOI: 10.1055/s-1991-20801
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Synthesis of 1,2,3,4-Tetrahydroquinoline-2,3-dicarboxylic Acid Derivatives
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Publication History
Publication Date:
07 March 2002 (online)
Thermal extrusion of sulfur dioxide from 2,1-benzisothiazoline 2,2-dioxides 1 (1,3-dihydro-2,1-benzisothiazole 2,2-dioxides) leads to the in situ formation of aza-ortho-xylylenes 2, which undergo a Diels-Alder reaction with maleic acid derivatives 3 giving cis-1,2,3,4-tetrahydroquinoline-2,3-dicarboxylic acid derivatives 4 in high yield.