ISSN:
0947-6539
Keywords:
arylphosphanes
;
C-C coupling
;
isotopic labeling
;
palladium
;
tin
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The reaction of methyl iodide and (excess) aryltributylstannane to give a methylarene has been studied with the focus on the realization of rapid coupling for incorporation of short-lived radionuclides into bioactive organic compounds. The coupling of methyl iodide with tributylphenylstannane (40 equiv) is accomplished in 〉90% yield within 5 min at 60°C with a tri-o-tolylphosphine-bound, coordinatively unsaturated Pd0 complex together with a CuI salt and K2CO3 in DMF. This protocol is applicable to a variety of homo- and heteroaromatic tin compounds, to give the corresponding methylated derivatives. The effects of the tri-o-tolylphosphine ligand, a Cu(I) salt, and DMF are discussed. This new protocol provides a firm chemical basis for the synthesis of 11CH3-incorporated PET tracers.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/chem.19970031219
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