由锰卟啉介导的未活化C-H键的位点选择性F氟化反应。
Site-selective F fluorination of unactivated C-H bonds mediated by a manganese porphyrin.
作者信息
Liu Wei, Huang Xiongyi, Placzek Michael S, Krska Shane W, McQuade Paul, Hooker Jacob M, Groves John T
机构信息
Department of Chemistry , Princeton University , Princeton , New Jersey 08544 , USA . Email:
Athinoula A. Martinos Center for Biomedical Imaging , Massachusetts General Hospital , Harvard Medical School , Charlestown , Massachusetts 02129 , USA . Email:
出版信息
Chem Sci. 2017 Dec 5;9(5):1168-1172. doi: 10.1039/c7sc04545j. eCollection 2018 Feb 7.
The first direct C-H F fluorination reaction of unactivated aliphatic sites using no-carrier-added [F]fluoride is reported. Under the influence of a manganese porphyrin/iodosylbenzene system, a variety of unactivated aliphatic C-H bonds can be selectively converted to C-F bonds. The mild conditions, broad substrate scope and generally inaccessible regiochemistry make this radio-fluorination a powerful alternate to established nucleophilic substitution for the preparation of F labeled radio tracers.
报道了使用无载体添加的[F]氟化物对未活化脂肪族位点进行的首例直接C-H氟氟化反应。在锰卟啉/碘苯体系的影响下，多种未活化的脂肪族C-H键可选择性地转化为C-F键。温和的条件、广泛的底物范围以及一般难以实现的区域化学性质，使得这种放射性氟化成为制备F标记放射性示踪剂时，替代既定亲核取代反应的一种强大方法。
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