Sari Sait, Yilmaz Mehmet
Department of Chemistry, Faculty of Arts and Sciences, Kocaeli University, 41380 Umuttepe, Kocaeli Turkey.
Turk J Chem. 2020 Oct 26;44(5):1303-1313. doi: 10.3906/kim-2003-23. eCollection 2020.
The aim of this study is to synthesize novel piperazine-containing dihydrofuran compounds (3a-n)from radical additions and cyclizations of diacyl and alkyl-acyl piperazine derivatives (1a-h) with 1,3-dicarbonyl compounds (2a-c) mediated by Mn(OAc) for the first time. From the reactions of 1a-c with dimedone (2a);1a, 1c, and 1d with acetylacetone (2b); and 1a with ethylacetoacetate(2c) ,the dihydrofuran-piperazine compounds 3a-c, 3d-f, and 3g were obtained in medium to high yields (31%-81%), respectively. In addition, dihydrofuran-piperazine compounds 3h-j and 3k-n were prepared at low to medium yields (20%-40%) from the reactions of with and with , respectively.
本研究的目的是首次通过乙酸锰介导的二酰基和烷基 - 酰基哌嗪衍生物（1a - h）与1,3 - 二羰基化合物（2a - c）的自由基加成和环化反应，合成含新型哌嗪的二氢呋喃化合物（3a - n）。由1a - c与达米酮（2a）反应；1a、1c和1d与乙酰丙酮（2b）反应；以及1a与乙酰乙酸乙酯（2c）反应，分别以中等到高收率（31% - 81%）得到二氢呋喃 - 哌嗪化合物3a - c、3d - f和3g。此外，分别由 与 反应以及 与 反应，以低到中等收率（20% - 40%）制备了二氢呋喃 - 哌嗪化合物3h - j和3k - n。
