13443-97-5Relevant articles and documents
Rhodium(III)-Catalyzed Oxidative [3 + 2] Annulation of 2-Acetyl-1-arylhydrazines with Maleimides: Synthesis of Pyrrolo[3,4- b]indole-1,3-diones
Li, He,Zhang, Sheng,Feng, Xiujuan,Yu, Xiaoqiang,Yamamoto, Yoshinori,Bao, Ming
, p. 8563 - 8567 (2019)
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
Synthesis of 1h-indole-2,3-dicarboxylates via rhodium-catalyzed C-H annulation of arylhydrazines with maleates
Bao, Ming,Zhang, Sheng,Li, He,Yamamoto, Yoshinori
, p. 12544 - 12552 (2020/11/10)
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.
Palladium-Catalyzed Regioselective C-2 Arylation of Benzofurans with N′-Acyl Arylhydrazines
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
, p. 2774 - 2779 (2018/06/21)
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.
Novel, efficient and regiospecific alkylation/arylation/heteroarylation of unsymmetrical azo compounds
Tsubrik, Olga,Sillard, Rannar,Maeeorg, Uno
, p. 843 - 846 (2007/10/03)
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
Investigation of the oxidation ability of protected hydrazine derivatives
Juermann, Gea,Tsubrik, Olga,Tammeveski, Kaido,Maeeorg, Uno
, p. 661 - 662 (2007/10/03)
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.
Reduction of Ag(I) by 1-acyl-2-arylhydrazines: Mechanism of photographic infectious development
Bowman, W. Russell,Forshaw, J. Anthony,Hall, Kevin P.,Kitchin, Jonathan P.,Mott, Andrew W.
, p. 3961 - 3972 (2007/10/03)
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.
Thermolysis of polyazapentadienes. Part 10. Flash vacuum pyrolysis of azoalkenes and some azocarbonyl compounds
McNab, Hamish,Murray, M. Elizabeth-Ann
, p. 583 - 587 (2007/10/02)
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.
