One-pot sequential reactions for the synthesis of versatile 11C-labeled olefin frameworks

被引:4
作者
Takashima, Misato [1 ]
Kato, Koichi [2 ]
Ogawa, Mikako [1 ]
Magata, Yasuhiro [1 ]
机构
[1] Hamamatsu Univ, Sch Med, Med Photon Res Ctr, Hamamatsu, Shizuoka 4313192, Japan
[2] Natl Ctr Neurol & Psychiat, Dept Integrat Brain Imaging, Kodaira, Tokyo 1878551, Japan
基金
日本学术振兴会;
关键词
BORONIC ACID-ESTERS; RAPID METHYLATION; CARBON FRAMEWORKS; PET TRACERS; EMISSION; IODIDE;
D O I
10.1039/c3ra43636e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A simple and efficient methodology to construct C-11-labeled olefins (5) was developed. The method involves two different C-C bond-forming reactions: C-11-methylation of a phosphonate (2) using [C-11] methyl iodide (1) and subsequent HWE reaction of C-11-methylated phosphonate (3) with aldehydes (4). Tetrabutylammonium fluoride promoted both C-C bond-forming reactions efficiently as a base. This sequential reaction was conducted in one pot. A wide variety of alpha-[C-11] methyl-alpha,beta-unsaturated compounds were prepared by changing the substituents on the phosphonate and the aldehyde.
引用
收藏
页码:21275 / 21279
页数:5
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