title: Expedient drug synthesis and diversification via ortho-C-H iodination using recyclable PdI2 as the precatalyst.
abstract: Pd(II)-catalyzed ortho-C-H iodination reactions of phenylacetic acid substrates have been achieved using recyclable PdI(2) as the precatalyst. This class of substrates is incompatible with the classic amide formation/ortho-lithiation/iodination sequence. The power of this new technology is demonstrated by facile drug functionalization and drastically shortened syntheses of the drugs diclofenac and lumiracoxib.
authors.affiliation: Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
authors.forename: Tian-Sheng
authors.initials: TS
authors.lastname: Mei
authors.forename: Dong-Hui
authors.initials: DH
authors.lastname: Wang
authors.forename: Jin-Quan
authors.initials: JQ
authors.lastname: Yu
mesh_terms: D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D054879:Halogenation; D006859:Hydrogen / Q000737:chemistry*; D007700:Kinetics; D010165:Palladium / Q000737:chemistry*; D010648:Phenylacetates / Q000737:chemistry; D011522:Protons
chemical_list: D010648:Phenylacetates; D011522:Protons; D010165:Palladium; D002244:Carbon; D006859:Hydrogen; C025136:phenylacetic acid