34846-64-5Relevant articles and documents
3-nitrile quinoline derivative and preparation method thereof
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Paragraph 0025-0075, (2021/11/10)
The invention discloses a 3-nitrile quinoline derivative. The structural formula of the 3-nitrile quinoline derivative is shown as a formula I, wherein R1 is hydrogen, alkyl or aryl; R2-R5 are respectively and independently hydrogen, halogen, alkyl, alkoxy, trifluoromethyl, ester group, hydroxyl or amino; and R6 is hydrogen, alkyl, ester group, aryl or substituted aryl. According to the 3-nitrile quinoline derivative provided by the invention, R1-R6 sites can be connected with various substituent groups, and the 3-nitrile quinoline derivative is an organic synthesis intermediate with wide application and has important application value in the fields of medicines and organic synthesis. The invention further provides the preparation method of the 3-nitrile quinoline derivative, the preparation method can be carried out under the air condition, the reaction condition is mild and easy to control, the used raw materials are easy to obtain, toxic nitrile compounds are not needed to serve as nitrile groups sources, the substrate application range is wide, the reaction conversion rate is high, high selectivity and yield can be obtained within short time, and the method is simple in post-treatment, green, environment-friendly and suitable for large-scale industrial production.
Nickel-Catalyzed Cyanation of Aryl Thioethers
Delcaillau, Tristan,Woenckhaus-Alvarez, Adrian,Morandi, Bill
supporting information, p. 7018 - 7022 (2021/09/13)
A nickel-catalyzed cyanation of aryl thioethers using Zn(CN)2 as a cyanide source has been developed to access functionalized aryl nitriles. The ligand dcype (1,2-bis(dicyclohexylphosphino)ethane) in combination with the base KOAc (potassium acetate) is essential for achieving this transformation efficiently. This reaction involves both a C-S bond activation and a C-C bond formation. The scalability, low catalyst and reagents loadings, and high functional group tolerance have enabled both late-stage derivatization and polymer recycling, demonstrating the reaction's utility across organic chemistry.
Revisiting the synthesis of aryl nitriles: a pivotal role of CAN
Saikia, Rakhee,Park, Kwihwan,Masuda, Hayato,Itoh, Miki,Yamada, Tsuyoshi,Sajiki, Hironao,Mahanta, Sanjeev P.,Thakur, Ashim J.
, p. 1344 - 1351 (2021/02/27)
Facilitated by the dual role of Ceric Ammonium Nitrate (CAN), herein we report a cost-effective approach for the cyanation of aryl iodides/bromides with CAN-DMF as an addition to the existing pool of combined cyanation sources. In addition to being an oxidant, CAN acts as a source of nitrogen in our protocol. The reaction is catalyzed by a readily available Cu(ii) salt and the ability of CAN to generate ammonia in the reaction medium is utilized to eliminate the additional requirement of a nitrogen source, ligand, additive or toxic reagents. The mechanistic study suggests an evolution of CN?leading to the synthesis of a variety of aryl nitriles in moderate to good yields. The proposed mechanism is supported by a series of control reactions and labeling experiments.