title: Ligand-promoted C3-selective arylation of pyridines with Pd catalysts: gram-scale synthesis of (±)-preclamol.
abstract: The first example of Pd-catalyzed, C3-selective arylation of unprotected pyridines has been developed by employing a catalytic system consisting of Pd(OAc)(2) and 1,10-phenanthroline. This protocol provides an expeditious route to an important class of 3-arylpyridines and 3-arylpiperidines frequently found in bioactive compounds. A brief synthesis of the drug molecule (±)-preclamol is also reported.
authors: Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, USA.
authors: Mengchun
authors: M
authors: Ye
authors: Guo-Lin
authors: GL
authors: Gao
authors: Andrew J F
authors: AJ
authors: Edmunds
authors: P A
authors: PA
authors: Worthington
authors: James A
authors: JA
authors: Morris
authors: Jin-Quan
authors: JQ
authors: Yu
mesh_terms: D008024:Ligands; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry; D011725:Pyridines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D008024:Ligands; D009942:Organometallic Compounds; D010880:Piperidines; D011725:Pyridines; D010165:Palladium; C026539:preclamol