Institut für Organische und Analytische Chemie, Universität Bremen, Leobener Straße NW2C, 28359, Bremen, Germany.
Chem Asian J. 2018 May 18;13(10):1231-1247. doi: 10.1002/asia.201800102. Epub 2018 Apr 26.
C-C triple bonds are amongst the most versatile functional groups in synthetic chemistry. Complementary to the Sonogashira coupling the direct metal-catalyzed alkynylation of C-H bonds has emerged as a highly promising approach in recent years. To guarantee a high regioselectivity suitable directing groups (DGs) are necessary to guide the transition metal (TM) into the right place. In this Focus Review we present the current developments in DG-mediated C(sp )-H and C(sp )-H modifications with terminal alkynes under oxidative conditions and with electrophilic alkynylation reagents. We will discuss further modifications of the alkyne, in particular subsequent cyclizations to carbo- and heterocycles and modifications of the DG in the presence of the alkyne.
C-C 三键是合成化学中用途最广泛的官能团之一。与 Sonogashira 偶联互补的是，近年来直接金属催化的 C-H 键炔基化已成为一种很有前途的方法。为了保证高区域选择性，需要合适的导向基团 (DG) 来引导过渡金属 (TM) 进入正确的位置。在这篇重点综述中，我们介绍了在氧化条件下和使用亲电炔基化试剂时，通过末端炔烃介导的 C(sp )-H 和 C(sp )-H 修饰的最新发展。我们将进一步讨论炔烃的修饰，特别是随后的环化形成碳环和杂环以及在炔烃存在下 DG 的修饰。
