57705-21-2Relevant academic research and scientific papers
Copper-catalyzed oxidative synthesis of 2-oxo-acetamidines from one-pot three-component reaction of aryl methyl ketones, secondary amines and anilines
Dutta, Leema,Bhuyan, Pulak J.
, p. 5770 - 5778 (2018)
Some novel 2-oxo-acetamidines were synthesized via one-pot three-component reaction of acetophenones, secondary amines and anilines in presence of CuI as catalyst. The reaction involved in a oxidation process of C (sp3)–H bonds of acetophenones
C-H bond cleavage-enabled aerobic ring-opening reaction of: In situ formed 2-aminobenzofuran-3(2 H)-ones
Jiang, Zhihong,Lao, Chichou,Wang, Yingwei,Yang, Mingrong
, p. 9448 - 9459 (2021/11/17)
A C-H bond cleavage-enabled aerobic ring-opening reaction of 2-aminobenzofuran-3(2H)-ones formed in situ by hemiacetals with a variety of amines is reported. This simple one-pot reaction provides an alternative approach to obtain o-hydroxyaryl glyoxylamides in excellent yields of up to 97%. Alkylamines react with hemiacetals via a catalyst-free dehydration condensation to generate 2-aminobenzofuran-3(2H)-ones. The in situ formed semicyclic N,O-acetals undergo the same amine-initiated C-H bond hydroxylation in air under mild conditions to afford ring-opening products. Similarly, arylamines were investigated as substrates for a two-step tandem process involving a DPP-catalyzed condensation followed by a Et2NH-mediated C-H hydroxylation. Unlike the previously reported functionalization of N,O-acetals via a C-O or C-N cleavage, the aerobic oxidative C-H hydroxylation in this reaction, which is promoted by using stoichiometric amounts of alkylamines as both a Lewis base and a reductant at room temperature under atmospheric air, proceeds via α-carbonyl-stabilized carbanion intermediates from the C-H cleavage of N,O-acetals. This journal is
A copper iodide-catalyzed coupling reaction of benzofuran-3(2H)-ones with amines: an approach to α-ketoamides
Chen, Rongxiang,Dai, Wei,Jia, Ruo-Ling,Li, Wenbo,Ma, Xueji,Sun, Aili,Wang, Kai-Kai,Wang, Zhan-Yong,Zhao, Wei
supporting information, p. 5294 - 5297 (2021/06/30)
A CuI-catalyzed coupling reaction of benzofuran-3(2H)-ones with amines has been well established for the direct synthesis of α-ketoamides. This process involves C-O bond cleavage and CO/C-N bond formation. Mechanism studies indicated that this α-ketoamide formation reaction may involve a free radical process.
Metal-free oxidative cyclization of o-acylphenols for the construction of 2-aminobenzofuran-3(2H)-ones
Yu, Hui,Huang, Weihua,Zhang, Fengling
, p. 3156 - 3162 (2014/06/09)
An efficient metal-free approach to the synthesis of 2-aminobenzofuran- 3(2H)-ones has been developed. Using TBHP as an oxidant and I2 (or TBAI) as catalyst, 2-acylphenols were treated with secondary amines to provide 2-aminobenzofuran-3(2H)-one derivatives in moderate to good yields. A possible reaction pathway for the formation of 2-dimorpholinobenzofuran-3(2H)-one is also discussed herein. Copyright
