Ambient temperature synthesis of beta,beta '-fused nickel(II) pyrrolo[1,2-a]pyrazinoporphyrins via a DBSA-catalyzed Pictet-Spengler approach

作者：Singh Dileep Kumar; Nath Mahendra^*

来源：Organic and Biomolecular Chemistry, 2015, 13(6): 1836-1845.

DOI：10.1039/c4ob02370f

A facile first synthetic strategy to construct novel pi-extended beta,beta'-fused nickel(II) pyrrolo[1,2-a]pyrazino-porphyrins has been developed via a Pictet-Spengler reaction of newly prepared nickel(II) 2-amino-3-(pyrrol-1-yl)-5,10,15,20-tetraphenylporphyrin with various aromatic, aliphatic or heterocyclic aldehydes in the presence of 10 mol% p-dodecylbenzenesulfonic acid (DBSA) as an efficient Bronsted acid catalyst in 1,4-dioxane at 25 degrees C. A variety of these pi-extended porphyrin analogues were obtained in moderate to good yields under mild conditions and characterized on the basis of spectral data and single crystal X-ray analysis.

• 出版日期2015