Synthesis of Multifunctional Aryl(trifloxyalkenyl)iodonium Triflate Salts
Author(s) -
Balázs L. Tóth,
Ferenc Béke,
Orsolya Egyed,
Attila Bényei,
András Stirling,
Zoltán Novàk
Publication year - 2019
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.9b00728
Subject(s) - trifluoromethanesulfonate , synthon , aryl , hypervalent molecule , trimethylsilyl trifluoromethanesulfonate , chemistry , nucleophile , electrophile , trimethylsilyl , benzene , organic chemistry , medicinal chemistry , combinatorial chemistry , alkyl , catalysis , reagent
A convenient procedure for the synthesis of aryl(trifloxyalkenyl)iodonium triflate salts from commercially available (diacetoxyiodo)benzene, trimethylsilyl trifluoromethanesulfonate, and acetylenes under mild conditions was developed. The obtained multifunctional hypervalent vinyliodonium salts equipped with electrophilic and nucleophilic functions could serve as novel C2 synthons for organic transformations. The structure of the iodonium salts was identified by multidimensional NMR spectroscopy and X-ray crystallography.
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