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Isoquinolin-Yl-Arylmethanone Synthesis Report

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Like isoquinoline, quinoline also coupled effectively with substituted benzoyl under identical conditions. The reaction went to completion in 2 h and the desired acyl addition product, 5a, was obtained in 76% yield (Scheme 4, Table 3) A plausible mechanism for the synthesis of an isoquinolin-1-yl-arylmethanone is depicted in Scheme 5. The synthetic cycle is assumed to begin with the reaction of Aliquat 336 as the phase transfer catalysis and K2S2O8 as a dehydrogenative reagent to generate the salt A, which then would convert to the sulfate radical B by heating. Sulfate radical B could react with the benzyl alcohol 1a through a hydrogen abstraction process providing an acyl radical C. Further addition of acyl radical C to the isoquinoline 1a
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