- Synthesis and reactivity of aryl(alkynyl)iodonium salts
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The first practical, yet simple, preparation of aryl(alkynyl)iodonium trifluoroacetate salts is described. The generic nature of this synthetic method has allowed the production of a range of aryl(alkynyl)iodonium trifluoroacetate salts with independent variation of both the alkynyl and aryliodo groups in yields of 30-85 %. Application of these new reagents to the synthesis of a series of 2-arylfuro[3,2-c]pyridines (40-64 %) highlights the potential of this class of materials as precursors to bioactive heterocyclic structures. These experiments have also demonstrated that, in this case, the effect of the aryliodo group on the reaction is negligible.
- Dixon, Luke I.,Carroll, Michael A.,Gregson, Thomas J.,Ellames, George J.,Harrington, Ross W.,Clegg, William
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p. 2334 - 2345
(2013/05/21)
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- An efficient ligand exchange reaction of (e)-[β- (trifluoromethanesulfonyloxy)ethenyl](phenyl)iodonium triflates with aryl- and alkynyllithium reagents leading to diaryl- and alkynyliodonium triflates
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Reaction of (E)-[β-(trifluoromethanesulfonyloxy)- ethenyl](phenyl)iodonium triflates with aryl- and alkynyllithium reagents gave aryl(phenyl)- and alkynyl(phenyl)iodonium triflates in high yields and selectively. These reactions indicate that ligand exchange takes place efficiently at the hypervalent iodine atom and provides another approach to diaryl- and alkynyliodonium salts.
- Pirguliyev, Namig Sh,Brel, Valery K.,Akhmedov, Navruz G.,Zefirov, Nikolai S.
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- An alternative synthesis of alkynyl(phenyl)iodonium triflates using (diacetoxyiodo)benzene and alkynylsilanes
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Phenyl(trimethylsilylethynyl)iodonium triflate (1a) was prepared in high yields (76-88%) by using the PhI(OAc)2/TfOH or PhI(OAc)2/Tf2O reagent systems. This procedure was also applied to the preparation of other alkynyliod
- Kitamura, Tsugio,Kotani, Masashi,Fujiwara, Yuzo
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p. 1416 - 1418
(2007/10/03)
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