An efficient one-pot protocol for asymmetric bifunctionalization of 5,15-disubstituted porphyrins: direct access to meso activated alkenyl-substituted meso-formylporphyrins |
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| Authors: | Toshikatsu Takanami Satoshi HayashiKazuhiro Iso Jun MatsumotoFumio Hino |
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| Affiliation: | Meiji Pharmaceutical University, 2-522-1, Noshio, Kiyose, Tokyo 204-8588, Japan |
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| Abstract: | An efficient one-pot protocol for the direct conversion of free base 5,15-disubstituted porphyrins into the corresponding meso activated alkenyl-substituted meso-formylporphyrins has been developed using a sequential SNAr reaction with PyMe2SiCH2Li, conjugate addition to enones or alkenoates in the presence of TMSCl, and oxidation with DDQ. |
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| Keywords: | Porphyrin SNAr reaction Silylmethyllithium α,β-Unsaturated carbonyl compound |
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