Transition metal free oxygenation of 8-aminoquinoline amides in water
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.
Thermoinduced Free-Radical C-H Acyloxylation of Tertiary Enaminones: Catalyst-Free Synthesis of Acyloxyl Chromones and Enaminones
In this paper, the direct acyloxylation of the α-C(sp2)-H bond in tertiary β-enaminones is accomplished under catalyst-free conditions and ambient temperature by using aroyl peroxides as coupling partners. By means of a thermoinduced free-radical pathway, the present method enables facile and efficient synthesis of both acyloxylated chromones and enaminones.
Guo, Yanhui,Xiang, Yunfeng,Wei, Li,Wan, Jie-Ping
supporting information
p. 3971 - 3974
(2018/07/15)
Iron(iii)-catalyzed chelation assisted remote C-H bond oxygenation of 8-amidoquinolines
Iron catalyzed site selective and chelation assisted C-H functionalization in 8-amidoquinolines is achieved. The remote C5-benzoxylation with benzoyl peroxide produced a variety of potentially bioactive 8-arylcarboxamido-5-benzoyloxy quinoline derivatives. The efficiency of the reaction reflects from the wide substrate scope with electronic differentiation on carboxamide and acyl peroxide in addition to tolerance of halo-substitutions on either of the aryls. The reaction is additive, silver free and proceeds without the exclusion of air or moisture.
A highly efficient Pd-catalyzed decarboxylative ortho-arylation of amides with aryl acylperoxides
An efficient Pd-catalyzed decarboxylative ortho-arylation of amides with aryl acylperoxides was developed. A variety of anilides reacted with aryl acylperoxides to afford the corresponding ortho-arylation products, and N-methoxyarylamides generated phenanthridinones. This journal is
Li, Dengke,Xu, Ning,Zhang, Yicheng,Wang, Lei
supporting information
p. 14862 - 14865
(2014/12/11)
Palladium(II)-catalyzed othro-C-H-benzoxylation of 2-arylpyridines by oxidative coupling with aryl acylperoxides
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.
Sit, Wing-Nga,Chan, Chun-Wo,Yu, Wing-Yiu
p. 4403 - 4418
(2013/05/22)
Palladium-catalyzed decarboxylative arylation of C-H bonds by aryl acylperoxides
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.
Yu, Wing-Yiu,Sit, Wing Nga,Zhou, Zhongyuan,Chan, Albert S.-C.
supporting information; experimental part
p. 3174 - 3177
(2009/11/30)
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