2620-78-2Relevant articles and documents
Electrochemical Synthesis of Benzimidazoles via Dehydrogenative Cyclization of Amidines
Zhao, Huai-Bo,Zhuang, Jin-Liang,Xu, Hai-Chao
, p. 1692 - 1695 (2021/03/01)
The development of efficient and sustainable methodologies for the synthesis of N-heterocycles is a constant focus of organic synthesis. Herein an electrochemical method is reported for the synthesis of benzimidazoles through dehydrogenative cyclization of easily available N-aryl amidines. The reactions were conducted under simple constant current conditions in an undivided cell without need for catalysts, chemical oxidants, or additives, and produced H2 as the only theoretical byproduct.
Photoinduced Heterogeneous C?H Arylation by a Reusable Hybrid Copper Catalyst
Choi, Isaac,Müller, Valentin,Lole, Gaurav,K?hler, Robert,Karius, Volker,Vi?l, Wolfgang,Jooss, Christian,Ackermann, Lutz
supporting information, p. 3509 - 3514 (2020/03/03)
Heterogeneous copper catalysis enabled photoinduced C?H arylations under exceedingly mild conditions at room temperature. The versatile hybrid copper catalyst provided step-economical access to arylated heteroarenes, terpenes and alkaloid natural products with various aryl halides. The hybrid copper catalyst could be reused without significant loss of catalytic efficacy. Detailed studies in terms of TEM, HRTEM and XPS analysis of the hybrid copper catalyst, among others, supported its outstanding stability and reusability.
Nickel-Catalyzed Heteroarenes Cross Coupling via Tandem C-H/C-O Activation
Wang, Ting-Hsuan,Ambre, Ram,Wang, Qing,Lee, Wei-Chih,Wang, Pen-Cheng,Liu, Yuhua,Zhao, Lili,Ong, Tiow-Gan
, p. 11368 - 11376 (2018/11/23)
Inert aryl methyl ethers as coupling components via C-O activation have been established with a Ni catalyst for C-H activation of heteroarene. The key to simultaneous C-H/C-O bond activation is the use of sterically demanding o-tolylMgBr. The protocol is effective for a wide scope of substrates including naphthyl methyl ethers, anisoles, and a variety of other heteroarene derivatives. Detailed mechanistic studies indicated that the C-O cleavage is assisted via synergistic effect of nickel and Grignard reagent in this C-H/C-O reaction, which is supported by DFT calculation. At this stage, single-electron transfer can be ruled out as a main operative process for this tandem strategy.