An efficient one-pot protocol for asymmetric bifunctionalization of 5,15-disubstituted porphyrins: direct access to meso activated alkenyl-substituted meso-formylporphyrins

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 S(N)Ar reaction with PyMe(2)SiCH(2)Li, conjugate addition to enones or alkenoates in the presence of TMSCl, and oxidation with DDQ. (C) 2011 Elsevier Ltd. All rights reserved.