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

作者：Takanami Toshikatsu^*; Hayashi Satoshi; Iso Kazuhiro; Matsumoto Jun; Hino Fumio

来源：Tetrahedron Letters, 2011, 52(41): 5345-5348.

DOI：10.1016/j.tetlet.2011.08.025

• Porphyrin
• S(N)Ar reaction
• Silylmethyllithium
• alpha,beta-Unsaturated carbonyl compound

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.

• 出版日期2011-10-12