反应适用性
reaction type: Grignard Reaction
质量水平
浓度
0.5 M in THF
bp
65 °C
密度
0.951 g/mL at 25 °C
储存温度
2-8°C
SMILES字符串
Br[Mg]CCC1OCCCO1
InChI
1S/C6H11O2.BrH.Mg/c1-2-6-7-4-3-5-8-6;;/h6H,1-5H2;1H;/q;;+1/p-1
InChI key
JYNXRXBIEHSSLR-UHFFFAOYSA-M
应用
(1,3-Dioxan-2-ylethyl)magnesium bromide can be used:
- In a Grignard addition-acylation method for the preparation of enamides.
- To prepare trisubstituted allenes by reacting with propargylic ammonium salts.
- In one of the key synthetic steps for the synthesis of febrifugine based antimalarial drugs.
法律信息
Rieke® Metals, Inc. 产品 ®Rieke Metals, Inc. 的注册商标
警示用语：
Warning
危险声明
危险分类
Carc. 2 - Eye Irrit. 2 - STOT SE 3
靶器官
Respiratory system
补充剂危害
储存分类代码
3 - Flammable liquids
WGK
WGK 3
闪点(°F)
No data available
闪点(°C)
No data available
法规信息
危险化学品
Oxonitriles: A Grignard Addition-Acylation Route to Enamides
Fleming FF, et al.
Organic Letters, 8(21), 4903-4906 (2006)
Exploration of a new type of antimalarial compounds based on febrifugine.
Kikuchi H, et al.
Journal of Medicinal Chemistry, 49(15), 4698-4706 (2006)
Fraser F Fleming et al.
Organic letters, 8(21), 4903-4906 (2006-10-06)
[reaction: see text] Sequential addition of three different Grignard reagents and pivaloyl chloride to 3-oxo-1-cyclohexene-1-carbonitrile installs four new bonds to generate a diverse array of cyclic enamides. Remarkably, formation of the C-magnesiated nitrile intermediate is followed by preferential acylation by
Copper-catalysed cross-coupling of alkyl Grignard reagents and propargylic ammonium salts: stereospecific synthesis of allenes
Guisan-Ceinos M, et al.
Chemical Communications (Cambridge, England), 54(60), 8343-8346 (2018)
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