Sg. Deshpande et Np. Argade, A facile synthesis of fulgenic acid via base induced 1,4-dehydrobromination of (bromomethyl)methylmaleic anhydride, SYNTHESIS-S, (8), 1999, pp. 1306-1308
A facile synthesis of fulgenic acid (1) via 1,4-dehydrobromination of (brom
omethyl)methylmaleic anhydride (2) using aqueous KOH, t-BuOK in THF, and Na
H in benzene in 60-85% yield is described. The newly synthesized (hydroxyme
thyl)methylmaleic anhydride (3) also underwent smooth 1,4-elimination in th
e presence of aqueous KOH to yield 1.