1647-85-4Relevant academic research and scientific papers
Aryl acyl peroxides for visible-light induced decarboxylative arylation of quinoxalin-2(1: H)-ones under additive-, metal catalyst-, and external photosensitizer-free and ambient conditions
Xie, Long-Yong,Peng, Sha,Yang, Li-Hua,Peng, Cun,Lin, Ying-Wu,Yu, Xianyong,Cao, Zhong,Peng, Yu-Yu,He, Wei-Min
supporting information, p. 374 - 378 (2021/01/28)
Aryl radicals were generated for the first time from cheap and easily available aryl acyl peroxides in eco-friendly ethyl acetate under ambient conditions and visible-light illumination in the absence of any additive, metal catalyst, or external photosensitizer. The present arylation of quinoxalin-2(1H)-ones was chemo- and regioselective, and provided good access to various 3-arylquinoxalin-2(1H)-ones. This journal is
External-oxidant-free amino-benzoyloxylation of unactivated alkenes of unsaturated ketoximes with: O -benzoylhydroxylamines
Chen, Jiangfei,Zhu, Yan-Ping,Li, Jin-Heng,Wang, Qiu-An
supporting information, p. 5215 - 5218 (2021/05/31)
A new copper-catalyzed two-component amino-benzoyloxylation of unactivated alkenes of unsaturated ketoximes with O-benzoylhydroxylamines as the benzoyloxy sources is developed. Chemoselectivity of this method toward amino-benzoyloxylation or oxy-benzoyloxylation of alkenyl ketoximes relies on the position of the tethered olefins, and provides an external-oxidant-free alkene difunctionalization route that directly utilizes O-benzoylhydroxylamines as the benzoyloxy radical precursors and internal oxidants for the divergent synthesis of cyclic nitrones and isoxazolines.
An unprecedented cobalt-catalyzed selective aroylation of primary amines with aroyl peroxides
Li, Dong,Li, Jiale,Li, Juanjuan,Yuan, Songdong,Zhang, Qian
supporting information, (2020/09/16)
A novel and facile cobalt-catalyzed selective aroylation of primary amines with aroyl peroxides was developed for the synthesis of aryl amides. It was unprecedented that C[sbnd]N bond formation product was selectively generated without the common N[sbnd]O bond formation product. Aroyl peroxides act as the sole aroylation reagent without additional base or oxidant. The reactions proceeded under mild conditions and showed broad substrates scope with a series of primary amines and aroyl peroxides.
Transition metal free oxygenation of 8-aminoquinoline amides in water
Yao, Xinghui,Weng, Xin,Wang, Kaixuan,Xiang, Haifeng,Zhou, Xiangge
supporting information, p. 2472 - 2476 (2018/06/11)
The oxygenation of 8-aminoquinoline amides by benzoyl peroxide at the C5 position in water is developed in the absence of a transition metal catalyst, affording the desired products in moderate to good yields of up to 88%. Mechanism studies reveal that the reaction would involve a radical process.
Palladium(II)-catalyzed othro-C-H-benzoxylation of 2-arylpyridines by oxidative coupling with aryl acylperoxides
Sit, Wing-Nga,Chan, Chun-Wo,Yu, Wing-Yiu
, p. 4403 - 4418 (2013/05/22)
A palladium(II)-catalyzed ortho-benzoxylation of 2-arylpyridines with aryl acylperoxides was developed. With pyridyl as directing group, the benzoxylation reaction exhibits remarkable regioselectivity and excellent functional group tolerance, providing the products in up to 87% yield.
Palladium-catalyzed decarboxylative arylation of C-H bonds by aryl acylperoxides
Yu, Wing-Yiu,Sit, Wing Nga,Zhou, Zhongyuan,Chan, Albert S.-C.
supporting information; experimental part, p. 3174 - 3177 (2009/11/30)
A Pd(OAc)2-catalyzed protocol for decarboxylative arylation of aromatic C-H bond was developed using aryl acylperoxides as inexpensive aryl sources. Substrates containing pyridyl, oxime, and oxazoline groups undergo effectively ortho-selective C-H arylation with excellent functional group tolerance. This arylation should begin by directing-group-assisted cyclopalladation, followed by the reaction of the palladacycle with aryl radicals generated in situ by thermal decomposition of the peroxides.
INVESTIGATION IN THE REGION OF FUNCTIONAL ORGANIC PEROXIDES. XV. SYNTHESIS AND CHEMICAL CHARACTERISTICS OF BENZOYL PEROXIDES WITH FLUORINE-CONTAINING SUBSTITUENTS
Rakhimov, A. I.,Androsyuk, E. R.,Shelyazhenko, S. V.,Yagupol'skii, L. M.
, p. 1470 - 1475 (2007/10/02)
The synthesis of benzoyl peroxides with fluorine-containing substituents at various positions in the benzene ring was realized by the acylation of an alkali-metal peroxide by fluorine-substituted benzoyl chlorides and also by the reaction of the fluorine-substituted benzoic acids with hydrogen peroxide in the presence of N,N'-dicyclohexylcarbodiimide.A mechanism is proposed for the production of the peroxides by the carbodiimide method.The rate constants and activation energies were determined for the thermal decomposition of the synthesized peroxides in chlorobenzene.The rate constants for the decomposition of the substituted aromatic peroxides correlate with the Hammett ? constants on the fluorine-containing substituents.
