Scalable Regioselective Synthesis of Rhodamine Dyes
Scalable Regioselective Synthesis of Rhodamine Dyes
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DOI：
10.1021/acs.orglett.6b02635
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发表时间：
2016-10-21
期刊：
影响因子：
5.2
通讯作者：
Levin, Sergiy
中科院分区：
文献类型：
--
作者：
Dwight, Stephen J.;Levin, Sergiy
报道了由邻苯二甲酸一步法合成异构型纯罗丹明染料的方法。使用2，2，2-三氟乙醇和水的混合物作为反应介质允许清洁和有效地形成各种罗丹明作为单一异构体。该方法成功地合成了几种异构性纯罗丹明，包括6-羧基四甲基罗丹明和6-羧基-X-罗丹明(6-CXR)。还描述了一种从适当取代的二卤苯甲醛中合成邻苯二甲醛的简单的一步钯催化羟甲基化反应方法。
A one-step, operationally simple protocol for the synthesis of isomerically pure rhodamine dyes from phthalaldehydic acids is reported. Using a mixture of 2,2,2-trifluoroethanol and water as reaction media allows for clean and efficient formation of various rhodamines as a single isomer. This method was successfully applied to the synthesis of several isomerically pure rhodamines, including 6-carboxytetramethylrhodamine and 6-carboxy-X-rhodamine (6-CXR) on gram scale. A simple, one-step, Pd-catalyzed hydroxycarbonylation approach to phthalaldehydic acids from appropriately substituted dihalobenzadehyd'es is also described.