Iridium-Catalyzed Asymmetric Transfer Hydrogenation of Quinolines in Biphasic Systems or Water.
Iridium-Catalyzed Asymmetric Transfer Hydrogenation of Quinolines in Biphasic Systems or Water.
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DOI：
10.1021/acs.joc.1c01925
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发表时间：
2021-11
期刊：
影响因子：
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通讯作者：
Lixian Wang;Jinlong Lin;C. Xia;Wei Sun
中科院分区：
文献类型：
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作者：
Lixian Wang;Jinlong Lin;C. Xia;Wei Sun
研究了喹啉类化合物在水和两相体系中的不对称氢转移反应。该ATH反应在水溶性铱催化剂存在下顺利进行，而不需要惰性气氛保护，所述水溶性铱催化剂具有容易获得的氨基苯并咪唑配体。该ATH体系可在0.001mol%（S/C = 100000，转化数（TON）高达33000）的催化剂负载量下在温和的反应条件下工作。周转频率（TOF）值可高达90 000 h-1。各种喹啉和N-杂芳基化合物以高收率和高达99%的对映体过量（ee）转化为所需产物。
An asymmetric transfer hydrogenation (ATH) of quinolines in water or biphasic systems was developed. This ATH reaction proceeds smoothly without the need for inert atmosphere protection in the presence of a water-soluble iridium catalyst, which bears an easily available aminobenzimidazole ligand. This ATH system can work at a catalyst loading of 0.001 mol % (S/C = 100 000, turnover number (TON) of up to 33 000) under mild reaction conditions. The turnover frequency (TOF) value can reach as high as 90 000 h-1. A variety of quinoline and N-heteroaryl compounds are transformed into the desired products in high yield and up to 99% enantiomeric excess (ee).