Diels-Alder反应合成萘环及其衍生物的研究进展  

Advances in the Synthesis of Naphthalene Rings and Their Derivatives by Diels-Alder Reaction

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作  者:杨胜文 

机构地区:[1]浙江师范大学,化学与材料科学学院,浙江 金华

出  处:《有机化学研究》2023年第4期171-181,共11页Journal of Organic Chemistry Research

摘  要:Diels-Alder反应是合成化学中的一类重要反应类型,Diels-Alder环加成反应广泛应用于取代萘和萘醌的合成。通常,不对称的二烯和亲二烯化合物可能形成一个以上的环加合物,但在某些情况下,有很好的区域化学控制。本文将对这类Diels-Alder反应进行分析和总结。这其中复杂前体的合成可能是促进区域选择性的必要条件。通过文献调研,我们发现通过Diels-Alder反应合成萘环及其衍生物,主要有三种方式:1) 醌对二烯的Diels-Alder加成,2) 邻苯碳醌参与的Diels-Alder加成,3) 苯的Diels-Alder加成。该类反应将成为合成萘环及其衍生物和C-C键形成的重要方法。Diels-Alder reaction is an important type of reaction in synthetic chemistry. Diels-Alder cycloaddition reaction is widely used in the synthesis of substituted naphthalene and naphthoquinone. Typically, asymmetric dienes and dienophile compounds may form more than one cyclic admixture, but in some cases, there is good regional chemical control. This paper will analyze and summarize these Diels-Alder reactions. The synthesis of these complex precursors may be necessary to promote regional selectivity. Through literature investigation, we found that there are three main ways to synthesize naphthalene rings and their derivatives by Diels-Alder reaction: 1) Diels-Alder addition of quinone to diene, 2) Diels–Alder addition of o-quinodimethanes, and 3) Diels–Alder addition of benzynes. This kind of reaction will be an important method for the synthesis of naphthalene rings and their derivatives and the formation of C-C bonds.

关 键 词:Diels–Alder反应 萘环 萘环衍生物 化学区域选择性 

分 类 号:O62[理学—有机化学]

 

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