Anodic cyclization of dimethyl 2-(5-aryl-5-oxopentyl)malonates into the corresponding dimethyl 2-aroylcyclopentane-1,1-dicarboxylates
作者:Mitsuhiro Okimoto、Haruki Yamamori、Masayuki Hoshi、Takashi Yoshida
DOI:10.1016/j.tetlet.2013.12.104
日期:2014.2
A wide range of dimethyl 2-(5-aryl-5-oxopentyl)malonates was electrooxidized in methanol, in the presence of catalytic amount of potassium iodide, to give the corresponding dimethyl 2-aroylcyclopentane-1,1-dicarboxylates in high yields.The reactions were carried out under extremely mild reaction conditions, in which the optimal amount of electrolytic current ranged from 2.24 to 2.35 Fmol(-1). The reaction presumably proceeded via a two-electron oxidation process, in which iodide ions played an important role as the electron carrier between the anode and the substrate. (C) 2014 Elsevier Ltd. All rights reserved.