Room??Temperature Electrophilic 5??endo??dig Chlorocyclization of Alk??3??yn??1??ones with the Use of Pool Sanitizer: Synthesis of 3??Chlorofurans and 5?? …

A Sniady, MS Morreale, KA Wheeler…

Index: Sniady, Adam; Morreale, Marco S.; Wheeler, Kraig A.; Dembinski, Roman European Journal of Organic Chemistry, 2008 , # 20 p. 3449 - 3452

Full Text: HTML

Citation Number: 19

Abstract

Abstract The 5-endo-dig chlorocyclization of 1, 4-disubstituted alk-3-yn-1-ones (propargylic ketones) with the use of trichloro-s-triazinetrione (trichloroisocyanuric acid, TCCA; 0.4 equiv.) in toluene, at room temperature, in the absence of base, provides 2, 5-disubstituted 3- chlorofurans in high yields (79–96%). The reaction can be accomplished by using commercially available swimming pool sanitizer. Selected 3-chlorofuran was validated as ...