- Ruthenium(II) Catalysis/Noncovalent Interaction Synergy for Cross-Dehydrogenative Coupling of Arene Carboxylic Acids
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A ruthenium-catalyzed cross-dehydrogenative coupling is developed with the aid of a weakly coordinating carboxylic acid group toward the dimerization of arene carboxylic acids. The protocol is operationally simple and suitable to fabricate diverse homodimerized as well as cross-dimerized products in high yields. Computational insights have also been unveiled to comprehend the plausible reaction mechanism. The critical innovation of the synthetic strategy hinges on the soluble basic additive DBU, which constitutes a synergy of Ru(II)-catalysis with noncovalent interaction and, thus, stabilizes pivotal intermediates to promote the challenging dimerization process.
- Dana, Suman,Chowdhury, Deepan,Mandal, Anup,Chipem, Francis A. S.,Baidya, Mahiuddin
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- In situ generation of hydroperoxide by oxidation of benzhydrols to benzophenones using sodium hydride under oxygen atmosphere: Use for the oxidative cleavage of cyclic 1,2-diketones to dicarboxylic acids
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A facile oxidative cleavage of cyclic 1,2-diketones 1 to dicarboxylic acids 3 with hydroperoxide generated in situ has been developed. In situ generation of hydroperoxide was effected by the oxidation of 4,4′-dichlorobenzhydrol 2f to 4,4′-dichlorobenzophenone 4f using sodium hydride under oxygen atmosphere.
- Kang, Sunhae,Lee, Soyoung,Jeon, Minju,Kim, Sun Min,Kim, Young Sug,Han, Hogyu,Yang, Jung Woon
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- Cobalt-promoted dimerization of aminoquinoline benzamides
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A method for aminoquinoline-directed, cobalt-promoted dimerization of benzamides has been developed. Reactions proceed in ethanol solvent in the presence of Mn(OAc)2 cocatalyst and Na2CO3 base and use oxygen as a terminal oxidant. Bromo, iodo, nitro, ether, and ester moieties are compatible with the reaction conditions. Cross-coupling of electronically dissimilar aminoquinoline benzamides proceeds with modest yields and selectivities.
- Grigorjeva, Liene,Daugulis, Olafs
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p. 1204 - 1207
(2015/05/20)
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- Oxygen insertion of o-quinone under catalytic hydrogenation conditions
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An oxygen-insertion reaction that transforms an o-quinone and a conjugated α-diketone substrate into an anhydride product or derivative under catalytic hydrogenation conditions is reported. The experiments and computations indicate that the oxygen insertion proceeds via a radical mechanism mediated by an acetoxyl radical.
- Zhang, Da-Li,Zhou, Li-Yan,Quan, Jun-Min,Zhang, Wei,Gu, Lian-Quan,Huang, Zhi-Shu,An, Lin-Kun
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supporting information
p. 1162 - 1165
(2013/04/23)
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