title: Pd2(dba)3/P(MeNCH2CH2)3N·HCl-mediated Stille cross-coupling of [1-11C]acetyl chloride with aryl and heteroaryl stannanes.
abstract: BACKGROUND
  Developments in the Stille cross-coupling of [1-11C]acetyl chloride with tributylphenylstannane mediated by the Pd2(dba)3/P(MeNCH2CH2)3N·HClsystem are reported.
  
  
  METHODS
  The reaction conditions for the cross-coupling of [1-11C]acetyl chloride with tributylphenylstannane were optimized, and the reaction scope was investigated.
  
  
  RESULTS
  The cross-couplings of [1-11C]acetyl chloride with a range of aryl and heteroaryl stannanes were performed with good to excellent radiochemical conversions using the developed method.
  
  
  CONCLUSIONS
  A highly efficient method for the Stille cross-coupling of [1-11C]acetyl chloride with organostannanes was demonstrated. It is anticipated that our method will be an attractive addition to the carbon-11-labeling procedures available for the synthesis of positron emission tomography probes.
authors.affiliation: Radiochemical Team, Molecular Probe Group, Molecular Imaging Center, National Institute of Radiological Sciences, 4-9-1 Anagawa, Inage-ku, Chiba 263-8555, Japan. arai_t@hotmail.co.jp
authors.forename: Takuya
authors.initials: T
authors.lastname: Arai
mesh_terms: D000085:Acetates / Q000737:chemistry*; D002250:Carbon Radioisotopes; D002384:Catalysis; D002712:Chlorides / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D009943:Organophosphorus Compounds / Q000737:chemistry*; D012997:Solvents / Q000737:chemistry; D017971:Tin Compounds / Q000737:chemistry*
chemical_list: D000085:Acetates; D002250:Carbon Radioisotopes; D002712:Chlorides; D009942:Organometallic Compounds; D009943:Organophosphorus Compounds; D012997:Solvents; D017971:Tin Compounds; C532099:tris(dibenzylideneacetone)dipalladium; C031525:stannane; C449943:P(CH(3)NCH(2)CH(2))(3)N; C081124:acetyl chloride