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). 2009 Jan 7:(1):101-3. doi: 10.1039/b817551a. Epub 2008 Nov 19.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acylation
  • Indicators and Reagents
  • Lithium Compounds / chemical synthesis
  • Lithium Compounds / chemistry*
  • Oxidation-Reduction
  • Porphyrins / chemical synthesis
  • Porphyrins / chemistry*

Substances

  • Indicators and Reagents
  • Lithium Compounds
  • Porphyrins