Synthesis of 1-formyldipyrromethanes.
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.
Ptaszek
Marcin
M
Department of Chemistry, North Carolina State University, Raleigh, North Carolina 27695-8204, USA.
McDowell
Brian E
BE
Lindsey
Jonathan S
JS
D006863:Hydrogen-Ion Concentration; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis*
D011758:Pyrroles