Dimethyl Sulfoxide Serves as a Dual Synthon: Construction of 5-Methyl Pyrimidine Derivatives via Four Component Oxidative Annulation
Dimethyl Sulfoxide Serves as a Dual Synthon: Construction of 5-Methyl Pyrimidine Derivatives via Four Component Oxidative Annulation
复制标题
二甲亚砜作为双合成子：通过四组分氧化成环构建 5-甲基嘧啶衍生物
DOI：
10.1002/adsc.201800180
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发表时间：
2018
影响因子：
5.4
通讯作者：
Wu An-Xin
中科院分区：
文献类型：
--
作者：
Xu Cheng;Jiang Shi-Fen;Wen Xiao-Hui;Zhang Qin;Zhou Zhi-Wen;Wu Yan-Dong;Jia Feng-Cheng;Wu An-Xin
以易得的甲基酮、盐酸脒和二甲基亚砜为原料，建立了以过硫酸钾为中介的四组分反应合成5-甲基嘧啶衍生物的方法。这种转化的特点是二甲基亚砜作为双重合成子，充当甲基和亚甲基单元的前体。在分子间氧化环化过程中，先后形成了四个新的化学键，包括两个C−C键和两个C−N键。该合成方法具有底物范围广、官能团耐受性好、操作简单等优点。
An efficient potassium persulfate mediated four component reaction for the construction of 5‐methyl pyrimidine derivatives has been established from readily available methyl ketones, amidine hydrochlorides and dimethyl sulfoxide. This transformation features dimethyl sulfoxide as a dual synthon, acting as the precursors of the methyl and methine units. Four new chemical bonds, involving two C−C and two C−N bonds were formed sequentially during the intermolecular oxidative annulation process. This synthetic method offers several advantages including broad substrate scope, good functional group tolerance and simplicity of operation.