Synthesis of aryl [ 35 S]sulfones: Friedel–Crafts sulfonylation of aryl ethers with high specific activity [ 35 S]methanesulfonyl chloride | Zendy

Wallace Michael A. | Zendy; Raab Conrad | Zendy; Dean Dennis | Zendy; Melillo David | Zendy

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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.

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