Geng Hui-Qing, Zhao Yan-Hua, Yang Peng, Wu Xiao-Feng
Leibniz-Institut für Katalyse e.V. Albert-Einstein-Straße 29a 18059 Rostock Germany
Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences 116023 Dalian Liaoning China
Chem Sci. 2024 Feb 5;15(11):3996-4004. doi: 10.1039/d4sc00156g. eCollection 2024 Mar 13.
A multi-component carbonylation reaction is an efficient strategy for the synthesis of valuable carbonyl compounds from simple and readily available substrates. However, there remain challenges in carbonylation reactions where two CO molecules are converted to different groups in the target product. Considering the merit of complex amides, we reported here a copper-catalyzed multi-component borylamidation for the synthesis of γ-boryl amides. This method provides access to a wide range of functional γ-boryl amides from alkenes, amines, Bpin, and CO with good yields and excellent diastereomeric ratios. Notably, two CO molecules were converted to methylene and carbonyl groups in the target amides. A series of amines were successfully involved in the transformation, including arylamines, aliphatic amines, and hydrochloride salts of secondary aliphatic amines.
多组分羰基化反应是一种从简单易得的底物合成有价值羰基化合物的有效策略。然而，在羰基化反应中，将两个CO分子转化为目标产物中的不同基团仍存在挑战。考虑到复杂酰胺的优点，我们在此报道了一种铜催化的多组分硼酰胺化反应以合成γ-硼基酰胺。该方法能以良好的产率和优异的非对映体比例，从烯烃、胺、频哪醇硼酯（Bpin）和CO制备多种官能化的γ-硼基酰胺。值得注意的是，在目标酰胺中两个CO分子被转化为亚甲基和羰基。一系列胺成功参与了该转化反应，包括芳胺、脂肪胺和脂肪仲胺的盐酸盐。
