One-Pot Preparations of Diaryliodonium Bromides from Iodoarenes and Arenes, with Sodium Perborate as the Oxidant 英文参考文献.docVIP

Molecules 2001, 6, 875-880 molecules ISSN 1420-3049 One-Pot Preparations of Diaryliodonium Bromides from Iodoarenes and Arenes, with Sodium Perborate as the Oxidant? Anna Kryska and Lech Skulski* Chair and Laboratory of Organic Chemistry, Faculty of Pharmacy, Medical University, Banacha 1, PL 02-097 Warsaw, Poland. ? This paper was presented at the Fifth Electronic Conference on Synthetic Organic Chemistry (ECSOC-5), September 1-30, 2001 (Paper A0007). * Author to whom correspondence should be addressed; Tel/Fax: +48(22)8226843; e-mail: lskulski@.pl Received: 27 September 2001; in revised form 11 October 2001 / Accepted: 12 October 2001 / Published: 31 October 2001 __________________________________________________________________________________ Abstract: This paper reports a one-pot synthesis of the title bromides from both activated and deactivated iodoarenes which are first oxidized with anhydrous NaBO3·H2O/Ac2O/conc.H2SO4 liquid mixtures, then coupled in situ with benzene and activated arenes and, finally, precipitated out with a KBr solution; this method is easy, cheap, safe and fairly effective. Keywords: diaryliodonium bromides, iodoarenes, arenes, sodium perborate as oxidant __________________________________________________________________________________ Introduction Symmetric and unsymmetric diaryliodonium salts, Ar2I+X- and Ar(Ar)I+X-, represent an important class of aromatic iodine(III) derivatives. They are used in organic synthesis mostly as arylating reagents for a large variety of organic and inorganic nucleophiles. Some of them display a biological activity or photochemical properties, hence they are widely used as efficient catalysts for radiation initiated polymerisation. Generally, their reactivity is less pronounced than that of other hypervalent  Molecules 2001, 6 876 iodine(III) compounds. They are solid compounds, mostly stable towards heat (pa