Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstrasse 2, 37077, Göttingen, Germany.
Key Laboratory of the Ministry of Education for Advanced, Catalysis Materials, Zhejiang Normal University, Yingbin Road 688, 321004, Jinhua, P. R. China.
Chemistry. 2021 Jan 4;27(1):242-246. doi: 10.1002/chem.202004229. Epub 2020 Nov 26.
The construction of C-N bonds by free radical reactions represents a powerful synthetic approach for direct C-H amidations of arenes or heteroarenes. Developing efficient and more environmentally friendly synthetic methods for C-H amidation reactions remains highly desirable. Herein, metal-free electrochemical oxidative dehydrogenative C-H amidations of heteroarenes with N-alkylsulfonamides have been accomplished. The catalyst- and chemical-oxidant-free C-H amidation features an ample scope and employs electricity as the green and sole oxidant. A variety of heteroarenes, including indoles, pyrroles, benzofuran and benzothiophene, thereby underwent this C(sp )-H nitrogenation. Cyclic voltammetry studies and control experiments provided evidence for nitrogen-centered radicals being directly generated under metal-free electrocatalysis.
自由基反应构建 C-N 键是一种将芳烃或杂芳烃直接 C-H 酰胺化的有力合成方法。开发高效、更环保的 C-H 酰胺化反应的合成方法仍然是非常需要的。本文实现了无金属电化学氧化脱氢杂芳烃与 N-烷磺酰胺的 C-H 酰胺化。该无催化剂和化学氧化剂的 C-H 酰胺化具有广泛的适用范围，使用电力作为绿色和唯一的氧化剂。多种杂芳烃，包括吲哚、吡咯、苯并呋喃和苯并噻吩，都经历了 C(sp 2 )-H 氮化反应。循环伏安法研究和控制实验为无金属电催化下直接生成氮中心自由基提供了证据。
