Aromatics from pyrones: esters of terephthalic acid and isophthalic acid from methyl coumalate
GA Kraus, GR Pollock III, CL Beck, K Palmer…
Index: Kraus, George A.; Pollock III, Gerald R.; Beck, Christie L.; Palmer, Kyle; Winter, Arthur H. RSC Advances, 2013 , vol. 3, # 31 p. 12721 - 12725
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Abstract
The Diels–Alder reaction of methyl coumalate with alkenes bearing electron-withdrawing groups provides terephthalates or isophthalates in good yields, with the regioselectivity depending on the electron-withdrawing group. The reaction of methyl coumalate with the salt of acrylic acid gave only the monoester of isophthalic acid. Density functional theory (B3LYP/6-31+ G (d, p)) computations of the energies of the competing transition states of ...
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