从芳基（拟）卤化物合成（18）F-二氟芳基
Synthesis of (18) F-Difluoromethylarenes from Aryl (Pseudo) Halides.
机构信息
Department of Chemistry and Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, MA, 02138, USA.
Division of Nuclear Medicine and Molecular Imaging & Gordon Center for Medical Imaging, Massachusetts General Hospital, 55 Fruit Street, Boston, MA, 02114, USA.
出版信息
Angew Chem Int Ed Engl. 2016 Aug 26;55(36):10786-90. doi: 10.1002/anie.201604106. Epub 2016 Aug 5.
Abstract
A general method for the synthesis of [(18) F]difluoromethylarenes from [(18) F]fluoride for radiopharmaceutical discovery is reported. The method is practical, operationally simple, tolerates a wide scope of functional groups, and enables the labeling of a variety of arenes and heteroarenes with radiochemical yields (RCYs, not decay-corrected) from 10 to 60 %. The (18) F-fluorination precursors are readily prepared from aryl chlorides, bromides, iodides, and triflates. Seven (18) F-difluoromethylarene drug analogues and radiopharmaceuticals including Claritin, fluoxetine (Prozac), and [(18) F]DAA1106 were synthesized to show the potential of the method for applications in PET radiopharmaceutical design.
摘要
本文报道了一种从 [(18) F] 氟化物合成用于放射性药物发现的 [(18) F] 二氟甲基芳基化合物的通用方法。该方法实用、操作简单、可耐受广泛的官能团、并能以 10%至 60%的放射化学产率（未经衰变校正）标记各种芳基和杂芳基。(18) F-氟化前体可从芳基氯化物、溴化物、碘化物和三氟甲磺酸酯容易地制备。七种 (18) F-二氟甲基芳基药物类似物和放射性药物，包括氯雷他定、氟西汀（百忧解）和 [(18) F]DAA1106，被合成以显示该方法在 PET 放射性药物设计中的应用潜力。
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