焦脱镁叶绿酸甲酯的Vilsmeier反应合成δ-meso-甲酰乙烯基卟吩和苯并异细菌卟吩

From methyl pyropheophorbide-a (MPPa, 1), the vinyl group of methyl pyropheophorbide-a was converted into alkylcarbonyl group by Grignard reaction and oxidization to give chlorins 2, 3 and 5. The Vilsmeier reaction of nickel 3-substituent-3-devinylpyropheophorbide-a (6), which was prepared by the metallation with nickel acetate, with 3-dimethylamino-acrolein/phosphoryl chloride (3-DMA/POCl3) was carried out to give δ-meso-formylvinylpyropheophorbide-a (7) in good yield. The benzoisobacterichlorin (8) was obtained by the treatment of 7b with concentrated sulfuric acid.

Synthesis of σ‐meso‐formylvinylchlorin and Benzoisobacterichlorin by Vilsmeier Reaction with Methyl Pyropheophorbide‐a

From methyl pyropheophorbide‐a (MPPa, 1 ), the vinyl group of methyl pyropheophorbide‐a was converted into alkylcarbonyl group by Grignard reaction and oxidization to give chlorins 2 , 3 and 5 . The Vilsmeier reaction of nickel 3‐substituent‐3‐devinylpyropheophorbide‐a ( 6 ), which was prepared by the metallation with nickel acetate, with 3‐dimethylamino‐acrolein/phosphoryl chloride (3‐DMA/POCl₃) was carried out to give δ‐meso‐formylvinyl‐pyropheophorbide‐a ( 7 ) in good yield. The benzoisobacterichlorin ( 8 ) was obtained by the treatment of 7b with concentrated sulfuric acid.