Electro‐Oxidative Coupling of Azoles with 2‐ and 3‐Haloindoles/Thiophenes Providing Access to 2/3‐Halo(Azol‐1‐Yl)Indoles/Thiophenes. Issue 1 (21st October 2021)

• Record Type: Journal Article
• Authors: Zhou, Naifu; Yu, Jianchao; LiyuanHou, ; Wu, Xing; Ruan, Zhixiong; Feng, Pengju
• Is Part Of: Advanced synthesis & catalysis. Volume 364:Issue 1(2022)
• Page Start: 35
• Page End: 40
• Publication Date: 2021-10-21
• Subjects: Electro-oxidation -- C(sp2)-N bond formation -- azolation -- electrochemical synthesis -- azolated heterocycle; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202100958
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: This report discloses an electrochemical oxidative C−H/N−H cross coupling method for the synthesis of C‐2/C‐3 azolated halo‐indoles/thiophenes under metal catalyst‐free and external chemical oxidant free condition. Hydrogen gas was the only byproduct of this C−H/N−H cross‐coupling reaction. The synthetic utility of this electrochemical approach is highlighted by its easy scalabity and compatibility with highly functional indoles and azoles. The retention of halogen on the heterocycles could serve as a useful functional group for future late‐stage modifications. Abstract :