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| http://dx.doi.org/10.15227/orgsyn.090.0096 | DOI Listing |
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An efficient one-pot procedure for asymmetric bifunctionalization of 5,15-disubstituted porphyrins: a simple preparation of meso acyl-, alkoxycarbonyl-, and carbamoyl-substituted meso-formylporphyrins.
Chem Commun (Camb)
January 2009
Meiji Pharmaceutical University, 2-522-1, Noshio, Kiyose, Tokyo 204-8588, Japan.
An efficient one-pot procedure which converts 5,15-disubstituted porphyrins into their corresponding meso acyl-, alkoxycarbonyl-, and carbamoyl-substituted meso-formylporphyrins has been developed, where the procedure involves a sequential S(N)Ar reaction of porphyrins with PyMe(2)SiCH(2)Li, followed by acylation or related reactions and oxidation.
View Article and Find Full Text PDFA practical synthesis of meso-monosubstituted, beta-unsubstituted porphyrins.
Org Lett
October 2002
Institut für Chemie, Organische Chemie, Freie Universität Berlin, Takustr. 3, D-14195 Berlin, Germany.
[formula: see text] A simple straightforward synthesis for meso-monosubstituted, beta-unsubstituted porphyrins is reported. Porphyrins of this type are easily prepared by condensation of dipyrromethane, pyrrole-2-carbaldehyde, and the desired aromatic or aliphatic aldehyde. The method can be used for a variety of functional groups with yields between 2 and 12%.
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