title: One-pot synthesis of meso-formylporphyrins by S(N)Ar reaction of 5,15-disubstituted porphyrins with (2-pyridyldimethylsilyl)methyllithium.
abstract: A simple, one-pot procedure that converts 5,15-substituted porphyrins into the corresponding meso-formylated porphyrins has been developed. The method, based on a new synthetic concept for functionalized porphyrins utilizing the (2-pyridyldimethylsilyl)methyl group as a latent formyl functionality, affords the desired product in good yield and is especially appropriate for the direct formylation of free base porphyrins, which has never been achieved by known methods.
authors.affiliation: Meiji Pharmaceutical University, Noshio, Kiyose, Tokyo 204-8588, Japan. takanami@my-pharm.ac.jp
authors.forename: Toshikatsu
authors.initials: T
authors.lastname: Takanami
authors.forename: Atsushi
authors.initials: A
authors.lastname: Wakita
authors.forename: Aoyo
authors.initials: A
authors.lastname: Sawaizumi
authors.forename: Kazuhiro
authors.initials: K
authors.lastname: Iso
authors.forename: Hidetoshi
authors.initials: H
authors.lastname: Onodera
authors.forename: Kohji
authors.initials: K
authors.lastname: Suda
mesh_terms: D002384:Catalysis; D008094:Lithium / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D011166:Porphyrins / Q000138:chemical synthesis* / Q000737:chemistry*; D012825:Silicon / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D009942:Organometallic Compounds; D011166:Porphyrins; D008094:Lithium; D012825:Silicon