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银催化苯并噻唑的Csp2-H的酰基及芳基化反应研究

Silver-Catalyzed Direct Csp2-H Acylation and Arylation of Benzothiazole

中文摘要英文摘要

本文报道了水相中银催化的苯并噻唑的酰化反应。以廉价、易于制备的芳甲酰甲酸和苯并噻唑为起始原料可以高效的合成一系列酰基取代的苯并噻唑。该反应表现出良好的官能团容忍度、反应条件温和以及高化学选择性等优点,因此是一种简洁、环境友好的合成这类杂环化合物的新方法。由该方法合成的2-酰基取代的苯并噻唑的产率较高。该方法是基于芳甲酰甲酸的自由基脱羧偶联过程进行的。此外,通过探索我们还发现当以苯硼酸为起始原料时,在类似的反应条件下苯并噻唑的碳-氢键同样可以直接实现芳基化反应。

silver-catalyzed acylation of benzothiazole have been reported in aqueous media. A variety of aroyl substituted benzothiazoles were obtained from readily available alpha-ketone acids and benzothiazole. The reaction displays good functional group tolerance, mild conditions and high chemoselectivity, thus providing facile and environmentally friendly approach to valuable benzothiazole in moderate to good yields. This method is based on a decarboxylative radical acylation of heterocycles. Furthermore, the direct arylation of benzothiazole using boronic acids as aryl sources has aslo described in this paper.

赵景峰、段新华

精细化学工业

有机化学苯并噻唑银催化自由基酰化芳基化

Organic ChemistryBenzothiazoleSilver-catalyzedRadicalAcylationArylation

赵景峰,段新华.银催化苯并噻唑的Csp2-H的酰基及芳基化反应研究[EB/OL].(2014-12-19)[2025-08-03].http://www.paper.edu.cn/releasepaper/content/201412-604.点此复制

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