Halofluorination of olefins: elucidation of reaction characteristics and applications in labeling with the positron-emitting radionuclide fluorine-18

Halofluorination of olefins: elucidation of reaction characteristics and applications in labeling with the positron-emitting radionuclide fluorine-18
复制标题

烯烃的卤氟化:阐明反应特性及其在正电子发射放射性核素氟 18 标记中的应用

DOI:
10.1016/s0022-1139(00)85091-5
复制
发表时间:
1986
影响因子:
1.9
通讯作者:
M. Welch
M. Welch
中科院分区:
化学4区
文献类型:
--
作者:
YoonYeo Dae;D. Kiesewetter;J. Katzenellenbogen;M. Kilbourn;M. Welch

文献摘要

参考文献

被引文献

相似文献

烯烃卤化氟化包括原位生成卤素-氟化物试剂并随后添加到烯烃中。用三种模型烯烃(烯丙基苯、1-己烯和丙烯)研究了该反应的特性,以评价其在无载体水平上用发射正电子的放射性核素氟-18标记分子的潜力。以二氯甲烷为溶剂,1,3-二溴-5,5-二甲基海因为溴氟化反应的最佳条件。使用等量或亚化学计量比的氟离子快速有效地进行卤化氟化;可以使用氟化氢/吡啶或金属氟化物与酸,并且可以存在多达三个当量的水。通过该反应,在加载体和不加载体的条件下,烯丙基苯用氟-18标记,产率为32%。因此,我们预计这个反应将被证明在用氟-18标记其他分子方面非常有用。
Olefin halofluorination involves the in situ generation of a halogen-fluoride reagent and subsequent addition to an olefin. The characteristics of this reaction were investigated with three model olefins (allylbenzene, 1-hexene and propene) in order to assess its potential for labeling molecules with the positron-emitting radionuclide fluorine-18 at the no-carrier-added level. The most favorable conditions for bromofluorination utilized 1, 3-dibromo-5, 5-dimethyl-hydantoin, with dichloromethane as solvent. Halofluorination proceeds rapidly and efficiently using either equivalent or substoichiometric quantities of fluoride ion; HF/pyridine or metal fluorides with acid can be used, and up to three equivalents of water can be present. By this reaction, allylbenzene was labeled with fluorine-18 in 32% yield, under either carrier-added or no-carrier-added conditions. Thus, we anticipate that this reaction will prove very useful in the labeling of other molecules with fluorine-18.
(2R*, 3S*)-1-[18F]氟-2,3-双(4-羟基苯基)戊烷[( 18F]氟正己雌醇),一种正电子发射雌激素,具有高度选择性、受体介导的摄取
DOI: 10.1016/0024-3205(83)90678-1
发表时间: 1983
期刊: Life sciences
影响因子: 6.1
作者:
Landvatter,SW;Kiesewetter,DO;Kilbourn,MR;Katzenellenbogen,JA;Welch,MJ
通讯作者: Welch,MJ
DOI: --
发表时间: 1984-11
期刊: Journal of nuclear medicine : official publication, Society of Nuclear Medicine
影响因子: --
作者:
D. Kiesewetter;M. Kilbourn;S. Landvatter;D. Heiman;J. Katzenellenbogen;M. Welch
通讯作者: D. Kiesewetter;M. Kilbourn;S. Landvatter;D. Heiman;J. Katzenellenbogen;M. Welch
[18F]氟化物生产的改进的[18O]水目标。
DOI: 10.1016/0020-708x(85)90099-7
发表时间: 1985
期刊: The International journal of applied radiation and isotopes
影响因子: --
作者:
Kilbourn,MR;Jerabek,PA;Welch,MJ
通讯作者: Welch,MJ