Hydrogen-Deuterium Exchange Reactions of Aromatic Compounds and Heterocycles by NaBD4-Activated Rhodium, Platinum and Palladium Catalysts

被引：88

作者：

Derdau, Volker ^{[1
]}

Atzrodt, Jens ^{[1
]}

Zimmermann, Jochen ^{[1
]}

Kroll, Carsten ^{[1
]}

Brueckner, Francois ^{[1
]}

机构：

[1] Sanofi Aventis Deutschland GmbH, Isotope Chem & Metabolite Synth Frankfurt, D-65926 Frankfurt, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2009年 / 15卷 / 40期

关键词：

C-H activation; deuterium; hydrogen-deuterium exchange; microwave chemistry; EFFICIENT H/D EXCHANGE; REGIOSELECTIVE DEUTERATION; COMPLEXES; D2O; PD/C;

D O I：

10.1002/chem.200901107

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Conventional thermal and microwave conditions were compared for hydrogen-deuterium (H/D) exchange reactions of aminobenzoic acids catalysed by NaBD4-activated Pd/C or RhCl3 with D2O as the deuterium source. We also investigated different NaBD4-activated metal catalysts (including Pd/C, RhCl3 and Pt/C) under microwave conditions for an efficient H/D exchange of aromatic and heterocyclic compounds. Even higher deuterium incorporations were obtained for Pd/C and Pt/C catalyst mixtures due to the previously observed synergistic effect. Finally, we have applied these optimised conditions for one-step syntheses of the MS standards of several pharmaceutically active compounds.

引用

页码：10397 / 10404

页数：8

共 31 条

[1] Liquid chromatographic-tandem mass spectrometric method for the determination of the neuraminidase inhibitor zanamivir (GG167) in human serum [J].