Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149, Münster, Germany.
Angew Chem Int Ed Engl. 2021 Jun 14;60(25):13793-13797. doi: 10.1002/anie.202104115. Epub 2021 May 10.
Dearomatization is an effective method to transform readily available N-heterocycles into partially saturated motifs. Manipulation of dihydro-derivatives holds great potential and provides access to a variety of semi-saturated N-heterocyclic building blocks. However, current strategies are limited in scope and the use of sensitive reagents restricts the applicability in synthetic laboratories. Herein, we report the synthesis of a broad variety of N-substituted 1,4- and 1,2-dihydropyridines by very mild and selective reduction with amine borane for the first time.
去芳构化是一种将易得的 N-杂环转化为部分饱和结构的有效方法。对二氢衍生物的操作具有很大的潜力,可以得到各种半饱和的 N-杂环砌块。然而,目前的策略在范围上受到限制,并且使用敏感试剂限制了它们在合成实验室中的适用性。在此,我们首次报道了通过胺硼烷的非常温和和选择性还原,合成了广泛的 N-取代的 1,4-和 1,2-二氢吡啶。