Wang Rongzhou, Ma Juan, Li Feng
School of Chemical Engineering, Nanjing University of Science & Technology , Nanjing 210094, People's Republic of China.
State Key Laboratory of Fine Chemicals, Dalian University of Technology , Dalian 116024, People's Republic of China.
J Org Chem. 2015 Nov 6;80(21):10769-76. doi: 10.1021/acs.joc.5b01975. Epub 2015 Oct 14.
A new strategy for the synthesis of α-alkylated ketones via tandem acceptorless dehydrogenation/α-alkylation from secondary and primary alcohols was proposed and accomplished. In the presence of metal-ligand bifunctional iridium complex [Cp*Ir(2,2'-bpyO)(H2O)], various desirable products were obtained in high yields. Compared with previous methods for the direct dehydrogenative coupling of secondary alcohols with primary alcohols to α-alkylated ketones, this protocol has obvious advantages including complete selectivity for α-alkylated ketones and more environmentally benign conditions. Notably, the study also exhibited the potential to develop tandem reactions catalyzed using a metal-ligand bifunctional iridium complex.
提出并实现了一种通过仲醇和伯醇的无受体串联脱氢/α-烷基化反应合成α-烷基化酮的新策略。在金属-配体双功能铱配合物[Cp*Ir(2,2'-bpyO)(H₂O)]存在下，以高产率获得了各种理想产物。与之前将仲醇与伯醇直接脱氢偶联合成α-烷基化酮的方法相比，该方法具有明显优势，包括对α-烷基化酮具有完全选择性以及更环保的反应条件。值得注意的是，该研究还展示了开发使用金属-配体双功能铱配合物催化的串联反应的潜力。
