Phthalazine誘導体に関する研究(第13報)1-置換Phthalazine 3-OxideとAcetylenic Dienophileとの反応

概要

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1-Phenyl, 1-methoxy, 1-phenoxy, 1-benzylphthalazine 3-oxides (Ia-d) reacted with dimethyl acetylenedicarboxylate (II) to afford four kinds of adducts : methyl 6-substituted pyrrolo [1,2-α] phthalazine-1,2,3-tricarboxylate (IVa-d), dihydro derivative of IV (Va, c, d, VIa, d), 4-substituted 2-phthalazinium 3-methoxy-1-methoxycarbonyl-2,3-dioxopropylide (VIIb, c, d). In the reaction of Ia with II, two products (VIII, IX), which showed the same molecular formula C_<20>H_<16>O_5,were also obtained. It is considered that these products are formed by the liberation of nitrogen from the 1,3-dipolar cycloadducts. The structures of VIII and IX have not been determined. Ia-d reacted with methyl propiolate (III) to afford methyl 6-substituted pyrrolo-[1,2-α] phthalazine-1,3-dicarboxylates (Xa-d). In the reaction of Ia with III, structure-unknown product (X, C_<18>H_<14>O_3) was also obtained.
社団法人日本薬学会の論文
1981-11-25