Snyder Madison J, Alawaed Abdulkhaliq A, Li Chunge, Pacentine Samantha, Hamann Henry J, Ramachandran P Veeraraghavan
Herbert C. Brown Center for Borane Research, Department of Chemistry, Purdue University West Lafayette Indiana 47907 USA
RSC Adv. 2024 Sep 30;14(42):31205-31209. doi: 10.1039/d4ra05888g. eCollection 2024 Sep 24.
A facile one-pot, two-step, reductive alkylation of amines with carboxylic acids has been achieved with BH-NH as an air- and moisture-stable reductant in the presence of TiF. The catalyst is effective for both amidation and reduction steps, and the product amines are isolated in high yields as either the free amines, for those products containing an arylamine, or the borane-complexes. The free amine can be separated from these complexes using BF-EtO, followed by hydrolysis. The amide reduction has been demonstrated for primary, secondary, and tertiary amides, as well as lactams, and the reductive amination is applicable to a wide variety of aromatic and aliphatic acids as well as amines.
在TiF存在的情况下，以BH-NH作为对空气和湿气稳定的还原剂，实现了胺与羧酸的简便一锅两步还原烷基化反应。该催化剂对酰胺化和还原步骤均有效，产物胺以高产率分离得到，对于含芳胺的产物为游离胺，对于其他产物则为硼烷配合物。使用BF-EtO可将游离胺从这些配合物中分离出来，然后进行水解。已证明该方法可用于伯酰胺、仲酰胺、叔酰胺以及内酰胺的酰胺还原，且还原胺化反应适用于多种芳香族和脂肪族酸以及胺。
