Non-metal-mediated N-oxyl radical (TEMPO)-induced acceptorless dehydrogenation of N-heterocycles via electrocatalysis. Issue 9 (16th February 2022)

• Record Type: Journal Article
• Authors: Hou, Huiqing; Ma, Xinhua; Ye, Yaling; Wu, Mei; Shi, Sunjie; Zheng, Wenhe; Lin, Mei; Sun, Weiming; Ke, Fang
• Is Part Of: RSC advances. Volume 12:Issue 9(2022)
• Page Start: 5483
• Page End: 5488
• Publication Date: 2022-02-16
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d1ra08919f
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : The development of protocols for direct catalytic acceptorless dehydrogenation of N-heterocycles with metal-free catalysts holds the key to difficulties in green and sustainable chemistry. Abstract : The development of protocols for direct catalytic acceptorless dehydrogenation of N-heterocycles with metal-free catalysts holds the key to difficulties in green and sustainable chemistry. Herein, an N -oxyl radical (TEMPO) acting as an oxidant in combination with electrochemistry is used as a synthesis system under neutral conditions to produce N-heterocycles such as benzimidazole and quinazolinone. The key feature of this protocol is the utilization of the TEMPO system as an inexpensive and easy to handle radical surrogate that can effectively promote the dehydrogenation reaction. Mechanistic studies also suggest that oxidative TEMPOs redox catalytic cycle participates in the dehydrogenation of 2, 3-dihydro heteroarenes.