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Synthesis of aryl [ 35 S]sulfones: Friedel–Crafts sulfonylation of aryl ethers with high specific activity [ 35 S]methanesulfonyl chloride
Author(s) -
Wallace Michael A.,
Raab Conrad,
Dean Dennis,
Melillo David
Publication year - 2007
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.1300
Subject(s) - chemistry , aryl , friedel–crafts reaction , trifluoromethanesulfonate , triflic acid , sulfone , anisole , organic chemistry , cyanation , medicinal chemistry , lewis acids and bases , electrophile , catalysis , alkyl
Lewis acid‐assisted sulfonylation of anisole with [ 35 S]methanesulfonyl chloride afforded high specific activity aryl [ 35 S]sulfones. Demethylation and treatment with triflic anhydride gave the versatile [ 35 S]triflate 1 in good overall yields. The [ 35 S]sulfone triflate could be further functionalized by catalyzed aminations, Stille couplings, and cyanation. Copyright © 2007 John Wiley & Sons, Ltd.