钯催化合成芳基硫醚中微波反应与氟相分离的结合
Combination of microwave reactions with fluorous separations in the palladium-catalyzed synthesis of aryl sulfides.
作者信息
Zhang Wei, Lu Yimin, Chen Christine Hiu-Tung
机构信息
Fluorous Technologies, Inc. University of Pittsburgh Applied Research Center, 970 William Pitt Way, Pittsburgh, PA 15238, USA.
出版信息
Mol Divers. 2003;7(2-4):199-202. doi: 10.1023/b:modi.0000006825.12186.5f.
Abstract
Coupling of microwave reactions with fluorous separations can dramatically increase the efficiency of high-speed synthesis. Described in this paper is a fluorous synthesis of aryl sulfides by palladium-catalyzed cross-coupling of aryl perfluoroalkylsulfonates (C8F17O2SOAr) with thiols (RSH) under microwave irradiation. Fluorous solid-phase extractions (F-SPE) are employed for the purification of reaction mixtures. No fluorous solvents are involved in reaction and separation processes. The fluorous synthesis is further extended to the multi-step synthesis of substituted hydantoin and amide scaffolds.
摘要
将微波反应与氟相分离相结合能够显著提高高速合成的效率。本文描述了一种在微波辐射下，通过钯催化芳基全氟烷基磺酸盐（C8F17O2SOAr）与硫醇（RSH）进行交叉偶联反应来合成芳基硫醚的氟相合成方法。采用氟相固相萃取（F-SPE）对反应混合物进行纯化。反应和分离过程中均不涉及氟相溶剂。这种氟相合成方法进一步扩展至取代乙内酰脲和酰胺支架的多步合成。
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