145279-50-1Relevant academic research and scientific papers
Synthesis of 2-aminobenzoxazoles via copper-catalyzed electrophilic amination of benzoxazoles with O-benzoyl hydroxylamines
Yotphan, Sirilata,Beukeaw, Danupat,Reutrakul, Vichai
, p. 6627 - 6633 (2013)
An efficient copper-catalyzed electrophilic amination of benzoxazoles with O-benzoyl hydroxylamines is described, employing CuCl catalyst, PPh3 ligand, and LiOtBu base. This simple air-stable copper catalysis enables the preparation of various 2-aminobenzoxazole derivatives at room temperature in good yields.
Thoination of N-alkyl-O-acyl hydroxamic acid derivatives via Lawesson's reagent
Al-Faiyz, Yasair S. S.
, (2021/10/02)
N-alkyl-O-acyl thiohydroxamic acid derivatives were prepared in good yields by the treatment of their parent hydroxamic acids with Lawesson's reagent. Some of these thiohydroxamic acid derivatives exhibit the ability to undergo rearrangement under basic c
Direct N-O bond formation via oxidation of amines with benzoyl peroxide
Banerjee, Amit,Yamamoto, Hisashi
, p. 2124 - 2129 (2019/02/20)
Herein, we report a general and efficient method for direct N-O bond formation without undesirable C-N bond (amide) formation starting from commercially available amines and benzoyl peroxide. The oxidation of 1,2-diamines to furnish bis-(benzoyloxy)-1,2-diamines is reported for the first time. We found that a significant amount of water (BPO?:?water = 3?:?1) in combination with Cs2CO3 is necessary to achieve high selectivity and yield. The reaction conditions are applicable to a wide range of 1,2-diamine and 1,2-disubstituted-1,2-diamine substrates. Additionally this method is highly applicable to primary and secondary amines. Further, the present method can access chiral bis-hydroxamic acids and bis-hydroxyl amines in just two steps from 1,2-diamines. The reaction conditions are simple, mild and inert atmosphere free. The synthetic potential of this methodology is further demonstrated in the short synthesis of a chiral BHA ligand.
Rhodium(III)-catalyzed C–H amination of 2-arylquinazolin-4(3H)-one with N-alkyl-O-benzoyl-hydroxylamines
Zhang, Yuanguang,Huang, Jiang,Deng, Zhihong,Mao, Xunchun,Peng, Yiyuan
supporting information, p. 2330 - 2337 (2018/04/09)
N-benzoate alkylamines were used as the aminating agents, a efficient Rh-catalyzed ortho C–H amination of 2-arylquinazolin-4(3H)-one has been reported. The reactions exhibit high efficient and good functional group tolerance. Exclusive 2,6-bis-aminated pr
Amide groups switch selectivity: C-H trifluoromethylation of α,β-unsaturated amides and subsequent asymmetric transformation
Li, Lei,Guo, Jing-Yao,Liu, Xing-Guo,Chen, Su,Wang, Yong,Tan, Bin,Liu, Xin-Yuan
supporting information, p. 6032 - 6035 (2015/01/16)
The first direct C-H β-trifluoromethylation of unsubstituted or α-alkyl-substituted α,β-unsaturated carbonyl compounds under metal-free conditions was realized with excellent regio- and stereoselectivity as well as a very broad substrate scope. Both olefi
An amidyl radical cyclisation approach towards the synthesis of β-lactams
Clark, Andrew J.,Peacock, Joanne L.
, p. 1265 - 1268 (2007/10/03)
Amidyl radicals generated from tributylstannane mediated homolysis of O-benzoyl hydroxamic acid derivatives (2a-d) undergo 4-exo trig cyclisation to furnish β-lactam derivatives (4a-d).
Stereoselectivity in amidyl radical cyclisations. Acyl mode cyclisations
Clark, Andrew J.,Peacock, Joanne L.
, p. 6029 - 6032 (2007/10/03)
Amidyl radicals generated from tributylstannane mediated homolysis of O- benzoyl hydroxamic acid derivatives undergo 5-exo cyclisation to give mixtures of cis and trans pyrrolidinones. While the steric nature of the nitrogen substituents investigated had
