title: Synthesis of 1-formyldipyrromethanes.
abstract: 1-Formyldipyrromethanes are versatile precursors to porphyrins and chlorins. Two methods of synthesis of 1-formyldipyrromethanes have been investigated: (1) Vilsmeier formylation followed by selective removal of the unwanted 1,9-diformyldipyrromethane by dialkyltin complexation and (2) reaction with mesitylmagnesium bromide (MesMgBr) followed by formylation with phenyl formate. The two approaches are complementary (acidic versus basic conditions; statistical versus selective formylation). The latter was found to be more efficient for the preparation of 1-formyldipyrromethanes.
authors.affiliation: Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204, USA.
authors.forename: Marcin
authors.initials: M
authors.lastname: Ptaszek
authors.forename: Brian E
authors.initials: BE
authors.lastname: McDowell
authors.forename: Jonathan S
authors.initials: JS
authors.lastname: Lindsey
mesh_terms: D006863:Hydrogen-Ion Concentration; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis*
chemical_list: D011758:Pyrroles