Solid-phase synthesis of indol-2-ones by microwave-assisted radical cyclization
Solid-phase synthesis of indol-2-ones by microwave-assisted radical cyclization
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DOI：
10.1055/s-2004-820052
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发表时间：
2004-05-06
期刊：
影响因子：
2
通讯作者：
Kusumoto, S
中科院分区：
文献类型：
--
作者：
Akamatsu, H;Fukase, K;Kusumoto, S
本文报道了用Bu_3SnH固相催化N-（2-溴苯基）丙烯酰胺芳基环化合成吲哚-2-酮（2-羟吲哚）的方法。在所测试的各种溶剂中，发现DMF是引发聚合物载体的试剂浓度效应的自由基环化的最佳选择。与常规加热相比，反应在微波辐射下顺利进行，在非常短的反应时间内得到所需的吲哚-2-酮。在该反应中，通过使用可商购的2-溴苯胺和丙烯酰氯衍生物来合成各种吲哚-2-酮。
Solid-phase synthesis of indol-2-ones (2-oxindoles) by means of aryl radical cyclization of resin-bound N-(2-bromo-phenyl)acrylamides using Bu3SnH is described. Among various solvents tested, DMF was found to be the best choice for the radical cyclization inducing a reagent concentration effect of the polymer support. The reaction proceeded smoothly under microwave irradiation to give the desired indol-2-ones within a very short reaction time in comparison to conventional thermal heating. In this reaction, various indol-2-ones were synthesized by using commercially available 2-bromoanilines and acryloyl chloride derivatives.