- Rhodium(III)-Catalyzed Oxidative [3 + 2] Annulation of 2-Acetyl-1-arylhydrazines with Maleimides: Synthesis of Pyrrolo[3,4- b]indole-1,3-diones
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A rhodium-catalyzed oxidative [3 + 2] annulation of 2-acetyl-1-phenylhydrazines with maleimides was accomplished using AgNTf2 and Ag2CO3 as additive and oxidant, respectively. A variety of 2-acetyl-1-phenylhydrazines with
- Li, He,Zhang, Sheng,Feng, Xiujuan,Yu, Xiaoqiang,Yamamoto, Yoshinori,Bao, Ming
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- Synthesis of 1h-indole-2,3-dicarboxylates via rhodium-catalyzed C-H annulation of arylhydrazines with maleates
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This work describes a one-step synthesis of 1H-indole-2,3-dicarboxylates through C-H activation. Rhodiumcatalyzed tandem C-H activation and annulation of 2-acetyl-1-phenylhydrazines with maleates proceeded smoothly in the presence of additive NaOAc and oxidant Ag2CO3 and produced the corresponding indole derivatives, 1H-indole-2,3-dicarboxylates, in satisfactory to good yields. A variety of useful functional groups were tolerated on the benzene ring including halogen atoms (F, Cl, Br, and I) and methoxycarbonyl groups.
- Bao, Ming,Zhang, Sheng,Li, He,Yamamoto, Yoshinori
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p. 12544 - 12552
(2020/11/10)
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- Palladium-Catalyzed Regioselective C-2 Arylation of Benzofurans with N′-Acyl Arylhydrazines
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A novel ligand-free palladium-catalyzed C-2 arylation of benzofurans has been developed using N′-acyl arylhydrazines as the coupling partners and TEMPO as an oxidant. This protocol features a wide functional-group tolerance and highly regioselective products with good to excellent yields.
- Cao, Jun,Chen, Zi-Li,Li, Shu-Min,Zhu, Gao-Feng,Yang, Yuan-Yong,Wang, Cong,Chen, Wen-Zhang,Wang, Jian-Ta,Zhang, Ji-Quan,Tang, Lei
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p. 2774 - 2779
(2018/06/21)
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- Novel, efficient and regiospecific alkylation/arylation/heteroarylation of unsymmetrical azo compounds
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Excellent regioselectivity is observed in the addition of diverse organometallic nucleophiles to unsymmetrical azo compounds. Primary/secondary/ tertiary alkyl, aryl and heteroaryl substituents were introduced this way in high yields. Georg Thieme Verlag
- Tsubrik, Olga,Sillard, Rannar,Maeeorg, Uno
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p. 843 - 846
(2007/10/03)
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- Investigation of the oxidation ability of protected hydrazine derivatives
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In the present paper we have determined the oxidation potentials for several protected hydrazine derivatives using cyclic voltammetry. For comparison the chemical oxidation of these hydrazines was also studied.
- Juermann, Gea,Tsubrik, Olga,Tammeveski, Kaido,Maeeorg, Uno
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p. 661 - 662
(2007/10/03)
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- Reduction of Ag(I) by 1-acyl-2-arylhydrazines: Mechanism of photographic infectious development
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The photographic process of 'infectious development' in which 1-acyl-2-arylhydrazines reduce Ag(I) has been studied using analogues. 1-Acyl-2-aryldiazenes, resulting from oxidation of 1-acyl-2-arylhydrazines, are hydrolysed to anions of aryldiazenes (ArN = NH), which undergo further oxidation with loss of nitrogen to yield aryl radicals. The aryl radicals cause 'feedback inhibition' which is prevented by the addition of benzhydrol.
- Bowman, W. Russell,Forshaw, J. Anthony,Hall, Kevin P.,Kitchin, Jonathan P.,Mott, Andrew W.
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p. 3961 - 3972
(2007/10/03)
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- Thermolysis of polyazapentadienes. Part 10. Flash vacuum pyrolysis of azoalkenes and some azocarbonyl compounds
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Thermolysis of the azoalkenes (1) and (6) - (8) takes place by 4π-electron electrocyclisation, followed by elimination of HCN to give imines. Decomposition of the related compounds (9)-(12) is less well defined, though the indole (22) has been identified from the thermolysis of (10) at high temperature. Alternatively, the azo ketones (15) - (18) undergo homolysis of the central C-N bond at 750 °C, and low yields of biaryls, formed by intermolecular radical coupling are generally found. Decarbonylation of intermediate aroyl radicals is extremely rapid under these conditions.
- McNab, Hamish,Murray, M. Elizabeth-Ann
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p. 583 - 587
(2007/10/02)
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