Organocatalytic Deuteration Induced by the Dynamic Covalent Interaction of Imidazolium Cations with Ketones
In this article, we suggest a new organocatalytic approach based on the dynamic covalent interaction of imidazolium cations with ketones. A reaction of N-alkyl imidazolium salts with acetone-d6 in the presence of oxygenated bases generates a dynamic organocatalytic system with a mixture of protonated carbene/ketone adducts acting as H/D exchange catalysts. The developed methodology of the pH-dependent deuteration showed high selectivity of labeling and good chiral functional group tolerance. Here we report a unique methodology for efficient metal-free deuteration, which enables labeling of various types of α-acidic compounds without trace metal contamination. (Figure presented.).
Ananikov, Valentine P.,Galkin, Konstantin I.,Gordeev, Evgeniy G.
p. 1368 - 1378
(2021/01/18)
B(C6F5)3-Catalyzed α-Deuteration of Bioactive Carbonyl Compounds with D2O
An efficient deuteration process of α-C?H bonds in various carbonyl-based pharmaceutical compounds has been developed. Catalytic reactions are initiated by the action of Lewis acidic B(C6F5)3 and D2O, converting
Chang, Yejin,Myers, Tanner,Wasa, Masayuki
supporting information
p. 360 - 364
(2019/12/24)
SUBSTITUTED XANTHINE DERIVATIVES
This invention relates to novel compounds that are substituted xanthine derivatives and pharmaceutically acceptable salts thereof. For example, this invention relates to novel substituted xanthine derivatives that are derivatives of pentoxifylline. This invention also provides compositions comprising one or more compounds of this invention and a carrier and the use of the disclosed compounds and compositions in methods of treating diseases and conditions for which pentoxifylline and related compounds are beneficial.
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Page/Page column 86
(2011/04/14)
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