Dahiya Amit, Gevondian Avetik G, Schoenebeck Franziska
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany.
J Am Chem Soc. 2023 Apr 12;145(14):7729-7735. doi: 10.1021/jacs.3c01081. Epub 2023 Mar 30.
We report a fully orthogonal C-O bond formation strategy, which involves the selective coupling of arylgermanes with alkyl alcohols (primary, secondary and tertiary) as well as carboxylic acids, tolerating otherwise widely employed coupling handles, such as aromatic (pseudo)halogens (C-I, C-Br, C-Cl, C-F, C-OTf, C-OFs), silanes and boronic acid derivatives. This unprecedented [Ge]-based C-O bond construction is rapid (15 min to few hours reaction time), air-tolerant, operationally simple and mild, as it is base-free and proceeds at room temperature.
我们报道了一种完全正交的C-O键形成策略，该策略涉及芳基锗烷与烷基醇（伯醇、仲醇和叔醇）以及羧酸的选择性偶联，能够耐受其他广泛使用的偶联基团，如芳族（拟）卤化物（C-I、C-Br、C-Cl、C-F、C-OTf、C-OFs）、硅烷和硼酸衍生物。这种前所未有的基于锗的C-O键构建反应迅速（反应时间为15分钟至数小时），耐空气，操作简单且条件温和，因为它无需碱，在室温下即可进行。
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