5840-40-4Relevant articles and documents
Superior Catalytic Performance of Hierarchically Micro-Meso-Macroporous CuAlPO-5 for the Oxidation of Aromatic Amines under Mild Conditions
Ke, Qingping,Wu, Mingzhou,Yu, Huizhen,Lu, Guanzhong
, p. 733 - 737 (2017)
Aromatic nitro compounds are versatile building blocks for organic synthesis because of easy transformation of the nitro group into other diverse functional groups. Herein, hierarchical mesoporous–macroporous CuAlPO-5 was prepared and found to exhibit excellent catalytic activity and stability for the oxidation of aromatic amines to nitroarenes. For the oxidation of bulky aromatic amine molecules (e.g., 1-naphthalenamine), hierarchical CuAlPO-5 exhibited higher selectivity to the product than homogeneous Cu catalysts and higher catalytic activity than traditional microporous CuAlPO-5; the former was attributed to shape selectivity to the product and the latter was attributed to improved diffusion of bulky molecules inside the meso- and macropores. After CuAlPO-5 was used five times in the oxidation of 4-bromoaniline, >98.6 % conversion and 98.1 % selectivity to the product were obtained. This shows the potential and attractiveness of this method for the preparation of nitroarenes by the selective oxidation of organic amines.
Copper-Catalyzed Selective Arylation of Nitriles with Cyclic Diaryl Iodonium Salts: Direct Access to Structurally Diversified Diarylmethane Amides with Potential Neuroprotective and Anticancer Activities
Peng, Xiaopeng,Sun, Zhiqiang,Kuang, Peihua,Li, Ling,Chen, Jingxuan,Chen, Jianjun
supporting information, p. 5789 - 5795 (2020/08/12)
A novel, simple, and high-yielding approach for the preparation of diarylmethane amide derivatives has been developed by reacting cyclic diaryl iodonium salts with nitriles using CuCl as a catalyst. The procedure is efficient with high atom economy and a wide substrate range. Importantly, selective arylation of nitriles was obtained without affecting the phenyl amino/hydroxyl groups. Furthermore, two of the diarylmethane amides (3k, 3s) displayed excellent neuroprotective and anticancer activities.
Decarboxylative Benzylation of Aryl and Alkenyl Boronic Esters
Moon, Patrick J.,Fahandej-Sadi, Anis,Qian, Wenyu,Lundgren, Rylan J.
, p. 4612 - 4616 (2018/03/26)
The copper-catalyzed decarboxylative benzylation of aryl and alkenyl boronic esters with electron-deficient aryl acetates is reported. The oxidative coupling proceeds under mild, aerobic conditions and tolerates a host of potentially reactive electrophilic functional groups that would be problematic with traditional benzylation methods (aryl iodides and bromides, protic heteroatoms, aldehydes, Michael acceptors). A reaction pathway in which a benzylic nucleophile is generated by aryl acetate decarboxylation and in turn is intercepted by the catalyst to form diarylmethane products is supported by mechanistic studies.
