Beilstein J. Org. Chem.2014,10, 808–813, doi:10.3762/bjoc.10.76
Dileep Kumar Singh Mahendra Nath Department of Chemistry, University of Delhi, Delhi 110 007, India 10.3762/bjoc.10.76 Abstract A synthetic protocol for the construction of new meso-substituted pyrrolo[1,2-a]quinoxalinoporphyrins is described starting from 5-(4-amino-3-nitrophenyl)-10,15,20
synthesis of diverse porphyrin derivatives from meso-tetraarylporphyrins, we wish to report herein the first synthesis and spectroscopic properties of a novel series of meso-substituted pyrrolo[1,2-a]quinoxalinoporphyrins.
Results and Discussion
The synthetic strategy for targeted meso-substituted pyrrolo
synthesis of novel meso-substituted pyrrolo[1,2-a]quinoxalinoporphyrins (4a–h) began via the Pictet–Spengler cyclization reaction [50][51] of 5-(3-amino-4-(pyrrol-1-yl)phenyl)-10,15,20-triphenylporphyrin (3) with various aromatic aldehydes by using 2% TFA in dichloromethane as an acidic catalyst at 0 °C for
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Graphical Abstract
Scheme 1:
Synthesis of pyrrolo[1,2-a]quinoxalinoporphyrins (4a–h).