Sodium chromoglycate oxidation

Pattenden and coworkers have recently evaluated the relative merits of LTA and electrochemical oxidation of phenolic compounds with particular reference to synthesis of the antiallergic compounds sodium chromoglycate (lOTAL 53) and proxicromil (54), which are used for the prophylactic treatment of asthma. The 2-carboxychromone moieties in the compounds (53) and (54) are synthesized from the appropriate 2, 6 -dihydroxyacetophenones. Oxidation of the 2 -hydroxyacetophenone (55) by LTA in (U-chloromethane gave almost exclusively the quinol acetate (56), which was subsequently converted to the 2, 6 -dihydroxyacetophenone (57), a precursor to proxicromil (54 Scheme 21). By contrast, electro-... 

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