当前位置: X-MOL 学术Tetrahedron › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
Synthesis of ferrocene substituted dihydrofuran derivatives via manganese(III) acetate mediated radical addition-cyclization reactions
Tetrahedron ( IF 2.1 ) Pub Date : 2017-11-08 , DOI: 10.1016/j.tet.2017.11.015
Hakan Aslan , Atilla Öktemer , Hakan Dal , Tuncer Hökelek

In this study, the manganese(III) acetate mediated radical addition-cyclization reactions of ferrocene substituted alkenes and active methylene compounds were carried out. The regio- and stereoselective radical cyclization reactions of (E)-styrylferrocene (1a) and active methylene compounds (2a-g) gave trans-5-ferrocenyl-4-phenyl-4,5-dihydrofuran compounds as the sole products. The reactions of 1-ferrocenyl-1-aryl(heteroaryl)ethenes (1b-e) and active methylene compounds (2a-f) via Mn(OAc)3 led to furan and benzofuran derivatives (10–33) in mid-good yields (up to 75%). Surprisingly, ferrocene substituted allylidene derivatives were obtained from the Mn(OAc)3 mediated reactions of 1-aryl-1-ferrocenylethene (1b-d) and 1,3-dimethylbarbituric acid (2g). The uses of ferrocene substituted alkenes in manganese(III) acetate mediated radical reactions is the first example in this field as far as we know.



中文翻译:

乙酸锰(III)介导的自由基加成环化反应合成二茂铁取代的二氢呋喃衍生物

在这项研究中,进行了乙酸锰(III)介导的二茂铁取代烯烃与活性亚甲基化合物的自由基加成环化反应。(E)-苯乙烯基二茂铁(1a)与活性亚甲基化合物(2a-g)的区域和立体选择性自由基环化反应产生反式-5-二茂铁基-4-苯基-4,5-二氢呋喃化合物。1-二茂铁基-1-芳基(杂芳基)乙烯(1b-e)与活性亚甲基化合物(2a-f)通过Mn(OAc)3的反应可产生中等收率的呋喃和苯并呋喃衍生物(10-33) (高达75%)。出人意料地,从Mn(OAc)获得二茂铁取代的亚芳基衍生物。3介导的1-芳基-1-二茂铁基乙烯(1b-d)和1,3-二甲基巴比妥酸(2g)的反应。据我们所知,二茂铁取代的烯烃在乙酸锰(III)介导的自由基反应中的应用是该领域的第一个例子。

更新日期:2017-11-08
down
wechat
bug