Afanasenko Anastasiia, Hannah Rachael, Yan Tao, Elangovan Saravanakumar, Barta Katalin
Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG, Groningen, The Netherlands.
ChemSusChem. 2019 Aug 22;12(16):3801-3807. doi: 10.1002/cssc.201901499. Epub 2019 Jul 22.
A modular and waste-free strategy for constructing N-substituted cyclic amines via decarboxylative N-alkylation of α-amino acids employing ruthenium- and iron-based catalysts is presented. The reported method allows the synthesis of a wide range of five- and six-membered N-alkylated heterocycles in moderate-to-excellent yields starting from predominantly proline and a broad range of benzyl alcohols, and primary and secondary aliphatic alcohols. Examples using pipecolic acid for the construction of piperidine derivatives, as well as the one-pot synthesis of α-amino nitriles, are also shown.
本文介绍了一种模块化且无废弃物的策略，该策略通过使用钌基和铁基催化剂对α-氨基酸进行脱羧N-烷基化反应来构建N-取代环胺。所报道的方法能够以中等到优异的产率，从主要的脯氨酸以及多种苄醇、伯脂肪醇和仲脂肪醇出发，合成多种五元及六元N-烷基化杂环。文中还展示了使用哌啶酸构建哌啶衍生物的实例以及α-氨基腈的一锅法合成。
