Synthesis of functionalized α-trifluoroethyl amine scaffolds via Grignard addition to N-aryl hemiaminal ethers
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چکیده
منابع مشابه
Synthesis of functionalized a-trifluoroethyl amine scaffolds via Grignard addition to N-aryl hemiaminal ethers†
The design of compounds suitable for drug development is a multi-dimensional process that requires the ne tuning of molecular properties beyond potency. For instance, physical– chemical properties that directly affect hydrolytic stability and bioavailability of the compound must be addressed to avoid side effects in vivo. Due to the excellent pharmacological prole of uorinated drugs, the str...
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[chemical reaction: see text]. Direct addition of Grignard reagents to acid chlorides in the presence of bis[2-(N,N-dimethylamino)ethyl] ether proceeds selectively to provide aryl ketones in high yields. A possible tridentate interaction between Grignard reagents and bis[2-(N,N-dimethylamino)ethyl] ether moderates the reactivity of Grignard reagents, preventing the newly formed ketones from nuc...
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5- hydroxyisoquinoline undergoes a smooth reaction with alkyl propiolates in the presence of triphenylphosphine (15 mol%) to produce the corresponding (E)-alkyl 3-(isoquinolin-5-yloxy) acrylate in good yields. When the reaction was performed by 2-methyl 4-hydroxyquinoline and 3-nitro 4-hydroxypyridine, similar aryl vinyl ethers were obtained.
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A series of chiral N-phosphonyl protected α-alkenyl homoallylic primary amines were synthesized by asymmetric addition of allylmagnesium bromide Grignard reagent towards chiral α,β-unsaturated imines. Only 1,2-adduct was obtained for all the imines with good yields and excellent diastereoselectivities. The chiral auxiliary could be easily removed under simple conditions, giving free multiple fu...
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ژورنال
عنوان ژورنال: RSC Adv.
سال: 2014
ISSN: 2046-2069
DOI: 10.1039/c3ra47708h