One-Pot Procedures for Preparing (Dichloroiodo)arenes from Arenes and Diiodine, with Chromium(VI) Oxide as the Oxidant 英文参考文献.docVIP

Molecules 2001, 6, 869-874 molecules ISSN 1420-3049 One-Pot Procedures for Preparing (Dichloroiodo)arenes from Arenes and Diiodine, with Chromium(VI) Oxide as the Oxidant? Nicolas Obeid 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 A0006). * 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: Ten representative (dichloroiodo)arenes, ArICl2, were prepared from the corresponding arenes and diiodine in variable anhydrous mixtures, ArH/I2/CrO3/AcOH/Ac2O/conc. H2SO4, followed by the addition of conc. hydrochloric acid, used as the source of chlorine; ArICl2 are useful in organic synthesis as mild and selective chlorinating and/or oxidizing agents. Keywords: (dichloroiodo)arenes, arenes, diiodine, chromium(VI) oxide as oxidant __________________________________________________________________________________ Introduction (Dichloroiodo)arenes, ArICl2, have found growing importance in organic synthesis as mild and selective chlorinating and/or oxidizing agents. They offer practical advantages over gaseous Cl2 due to their easy and safe handling. They may also be converted into other important hypervalent iodine reagents, e.g. ArIF2, ArIO, ArIO2, ArI(OAc)2, etc. [1]  Molecules 2001, 6 870 ArICl2, yellow crystalline compounds, are light- and heat-sensitive and often unstable to storage. They do not usually give satisfactory microanalyses and their melting/decomposition points are uncertain, depending upon the purity of their freshly prepared batches, the time elapsed since their