Lipon Tyrchain Mitre, Marpna Ibakyntiew D, Wanniang Kmendashisha, Shangpliang O Risuklang, Laloo Badaker M, Nongkhlaw Rishanlang, Myrboh Bekington
Department of Chemistry, North-Eastern Hill University, Shillong, Meghalaya 793022, India.
ACS Omega. 2021 Oct 5;6(41):27466-27477. doi: 10.1021/acsomega.1c04352. eCollection 2021 Oct 19.
An efficient method for the synthesis of α,β-unsaturated α'-bromoketones and α,β-unsaturated α',α'-dibromoketones is described using -bromosuccinimide (NBS) as the brominating agent mediated by selenium dioxide (SeO) in the presence of -toluenesulfonic acid (PTSA) monohydrate in toluene. The method is simple, employing easily available shelf reagents to afford a wide range of products in good yields. The method highlighted that simple fine-tuning of the reaction conditions and molar equivalents of the reactants easily affords either mono- or dibrominated products in excellent yields. A number of these products have not been reported in the literature. All of the reactions were carried out in gram-scale quantities.
描述了一种合成α,β-不饱和α'-溴代酮和α,β-不饱和α',α'-二溴代酮的有效方法，该方法使用N-溴代琥珀酰亚胺（NBS）作为溴化剂，在二氧化硒（SeO₂）介导下，于甲苯中在一水对甲苯磺酸（PTSA）存在下进行。该方法简单，使用易于获得的现成试剂，能以良好的产率得到多种产物。该方法强调，通过简单微调反应条件和反应物的摩尔当量，就能以优异的产率轻松得到单溴代或二溴代产物。许多这些产物在文献中尚未见报道。所有反应均以克级规模进行。
