新型光动力敏化剂苯并卟啉衍生物的合成

SYNTHESIS OF NEW PHOTOSENSITIZER BENZOPORPHYRIN DERIVATIVES

原卟啉ＩＸ二甲酯（１）与强亲二烯体丁炔二酸二甲酯（ＤＭＡＤ）进行［４＋ ２］环化加成生成相应的环Ａ 或环Ｂ二氢卟吩异构体。两个异构体经三乙胺双键重排后用浓盐酸水解生成相应的苯并卟啉衍生物（５、６、８ 和９）。５、６、８ 和９均为首次报道的新化合物。

Protoporphyrin IX dimethyl ester(1) reacted in a [4+2] cycloaddition with strongly activated dienophile——dimethyl acetylenedicarboxylate (DMAD) to give the corresponding chlorins with the ring A and B isomers. Both ring A and B isomers being readily separable by chromatography were rearranged by treatment with triethylamine. The products were hydrolyzed by concentration HCl to give the corresponding unprecedeutedly reported benzoporphyrin derivatives (5,6,8 and 9).