Synthesis of benzyl substituted naphthalenes from benzylidene tetralones.
Synthesis of benzyl substituted naphthalenes from benzylidene tetralones.
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DOI：
10.1016/j.tetlet.2011.11.065
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发表时间：
2012-01-25
影响因子：
1.8
通讯作者：
Royer RE
中科院分区：
文献类型：
--
作者：
Deck LM;Mgani Q;Martinez A;Martinic A;Whalen LJ;Vander Jagt DL;Royer RE
介绍了几种二羟基萘酸前体高取代二甲氧基苄基萘的简便高效合成方法。该方法涉及使用醛醇化学来提供一些苄基四酮，这些四酮分三步转化为目标萘，收率从高到高。中间苯四酮的格氏反应提供了1取代苯萘。所报道的合成是灵活和可扩展的，并提供了具有多种取代模式的萘。这些苄基取代的萘正被转化为萘酸，目前正在研究这些化合物的生物活性。
A convenient and efficient synthesis of novel highly substituted dimethoxybenzylnaphthalenes, which are precursors to several dihydroxynaphthoic acids, is described. The approach involves the use of aldol chemistry to provide a number of benzylidene tetralones, which are converted to the target naphthalenes in three steps, with good to excellent yields. Grignard reaction of intermediate benzyl tetralones provided 1-substituted benzyl naphthalenes. The reported synthesis is flexible and scalable and provides access to naphthalenes having a variety of substitution patterns. These benzyl substituted naphthalenes are being converted to naphthoic acids and the bioactivities of these compounds are currently being investigated.