Published in
Elsevier, Tetrahedron Letters, 41(35), p. 7581-7584
DOI: 10.1016/s0040-4039(00)78348-1
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One-pot synthesis of regiochemically pure porphyrins from two different pyrroles
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Abstract
Treatment of 2,5-di-unsubstituted pyrroles (e.g. 10) with excess of Eschenmoser's reagent (N,N-dimethylmethyleneammonium iodide) affords 2,5-bis-(N,N-dimethylaminomethy)pyrroles (e.g. 7); reaction with a second 2,5-di-unsubstituted pyrrole (e.g. 8) gives pure porphyrin (e.g. 9) with identical substituents on opposite pyrrole sub-units.