115152-08-4Relevant articles and documents
Synthesis and reactivity of aryl(alkynyl)iodonium salts
Dixon, Luke I.,Carroll, Michael A.,Gregson, Thomas J.,Ellames, George J.,Harrington, Ross W.,Clegg, William
, p. 2334 - 2345 (2013)
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.
Synthesis of alkynyliodonium salts: Preparation of phenyl(phenylethynyl) iodonium trifluoroacetate
Dixon, Luke I.,Carroll, Michael A.,Ellames, George J.,Gregson, Thomas J.
, p. 60 - 71 (2014/04/17)
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Reactions of Aryl Ketones and Coumarins with Iodine(III) Tris(trifluoroacetate)
Fukuyama, Norihiro,Nishino, Hiroshi,Kurosawa, Kazu
, p. 4363 - 4368 (2007/10/02)
The reaction of acetophenones with iodine(III) tris(trifluoroacetate) yields 3'- and/or 2-iodo derivatives, depending upon the substituent on the aromatic ring and the reaction conditions.The reaction was examinedby changing the molar ratio of acetophenone versus the reagent, reaction temperature, and solvent.In similar reactions flavanones and coumarins gave iodo derivatives in which iodine is incorporated at various positions orientated by the oxygen functions. 1,2-Diphenylethanone yields 2-hydroxy-2-(2-iodophenyl)-1-phenylethanone and 1-(2-iodophenyl)-2-phenylethanedione.The reactions of other aromatic ketones such as 9-xanthenone, 9-fluorenone, and anthrone also give iodo derivatives in moderate to good yields.The mechanisms for the iodination at the α-carbon to the carbonyl group have been discussed.