26788-89-6Relevant academic research and scientific papers
Palladium-catalyzed Heck coupling of arylhydrazines via C-NHNH2 bond activation
Liu, Jin-Biao,Chen, Fu-Jiao,Liu, Na,Hu, Jiang
, p. 45843 - 45846 (2015)
A novel palladium-catalyzed Heck coupling reaction of arylhydrazines with olefins is described, which affords various styrenes with high efficiency. This transformation proceeds through a C-NHNH2 bond activation under mild conditions.
Modular Synthesis of Alkylarylazo Compounds via Iron(III)-Catalyzed Olefin Hydroamination
Zhang, Yan,Huang, Chenchao,Lin, Xinru,Hu, Qi,Hu, Boyue,Zhou, Yulu,Zhu, Gangguo
supporting information, p. 2261 - 2264 (2019/03/26)
A novel Fe-catalyzed olefin hydroamination with aryldiazo sulfones for accessing alkylarylazo compounds has been successfully developed. Aryldiazo sulfones are used as radical acceptors, and N-N double bonds will be regenerated when an arene sulfonyl grou
Rhodium(II)-Catalyzed Synthesis of N-Aryl-N′-tosyldiazenes from Primary Aromatic Amines Using (Tosylimino)aryliodinane: A Potent Stable Surrogate for Diazonium Salts
Ito, Motoki,Tanaka, Arisa,Higuchi, Kazuhiro,Sugiyama, Shigeo
supporting information, p. 1272 - 1276 (2017/03/17)
A single-step synthesis of N-aryl-N′-tosyldiazenes from primary aromatic amines was developed. A wide range of aromatic amines provided the corresponding products in high yields by N–N bond formation with RhII–nitrene intermediates, which were generated in situ from dirhodium(II) complex catalysts and (tosylimino)-2,4,6-trimethylphenyliodinane, followed by oxidation. The synthesized N-aryl-N′-tosyldiazenes were successfully demonstrated to serve as potent and stable surrogates for diazonium salts in the two-step deaminative transformation of primary aromatic amines.
Copper-catalyzed synthesis of aryldiazo sulfones from arylhydrazines and sulfonyl chlorides under mild conditions
Liu, Jin-Biao,Chen, Fu-Jiao,Liu, En,Li, Jin-Hui,Qiu, Guanyinsheng
, p. 7773 - 7776 (2015/10/12)
In this paper, aryldiazo sulfones are prepared from tandem sulfonylation/dehydrogenation reactions of arylhydrazines and sulfonyl chlorides. The transformations proceed well in the presence of catalytic CuSO4·5H2O, leading to aryldiazo sulfones in good to excellent yields. It is believed that this protocol represents a safe and convenient model for the synthesis of these versatile aryldiazo sulfones under mild conditions.
Catalytic Aerobic Oxidation of Arylhydrazides with Iron Phthalocyanine
Hashimoto, Takuma,Hirose, Daisuke,Taniguchi, Tsuyoshi
supporting information, p. 3346 - 3352 (2015/11/03)
A convenient method for the synthesis of 2-arylazocarboxylates from 2-arylhydrazinecarboxylates by aerobic oxidation with iron phthalocyanine is described. The reaction is applicable to oxidative activation of 1-acyl-2-phenylhydrazines. Some preliminary experiments suggest Michaelis-Menten kinetics and participation of radical species in the reaction mechanism.
Palladium-catalyzed Suzuki cross-coupling of N′-tosyl arylhydrazines
Liu, Jin-Biao,Yan, Hui,Chen, Hui-Xuan,Luo, Yu,Weng, Jiang,Lu, Gui
supporting information, p. 5268 - 5270 (2013/07/04)
The first palladium-catalyzed Suzuki cross-coupling of N′-tosyl arylhydrazines with various organoboron reagents has been developed for the preparation of biaryl compounds in high yields. N′-Tosyl arylhydrazine as a readily available and stable electrophile also demonstrated its generality in a number of coupling reactions. The Royal Society of Chemistry 2013.
Palladium-catalyzed reductive homocoupling of N′-tosyl arylhydrazines
Liu, Jin-Biao,Nie, Lin,Yan, Hui,Jiang, Li-Hua,Weng, Jiang,Lu, Gui
, p. 8014 - 8017 (2013/12/04)
A novel procedure for the preparation of biaryl compounds by Pd-catalyzed homocoupling of N′-tosyl arylhydrazine has been described. N′-Tosyl arylhydrazine, as a readily available and stable coupling partner, demonstrated its generality in the homocoupling reactions. The scope of the reaction and possible mechanism have also been investigated.
Diazosulfonate substituents: A route to transition-metal complexes with switchable water solubility
Herdtneck, Eberhardt,Peters, Frank,Wagner, Matthias
, p. 515 - 519 (2007/10/03)
The single-crystal X-ray structure analysis of the diazosulfonate p-H2N-C6H4-N=N-SO3Na 3 features a Z configuration of the diazo moiety and a nitrogen-sulfur bond. Each sodium atom is coordinated by one diazosul
Reactions of arylazosulfones with the conjugate bases of (tert-butoxycarbonyl)methyl and tosylmethyl isocyanide. Synthesis of substituted 1-arylimidazoles
Dell'Erba, Carlo,Novi, Marino,Petrillo, Giovanni,Tavani, Cinzia
, p. 2125 - 2136 (2007/10/03)
The reactions of arylazosulfones 1 (ArN = NSO2Ar') with the potassium salts of (tert-butoxycarbonyl)methyl 2 and tosylmethyl isocyanide 3 in DMSO afford 4,5-bis(tert-butoxycarbonyl)- 4 and 4-tosyl-1-arylimidazoles 5, respectively. Yields of imidazoles 4 and 5 vary from moderate to excellent depending on the nature both of Ar in 1 and of the nucleophile (2 or 3) employed. A comparison of the results obtained with those relevant to the reactions of the same nucleophiles with nitrosobenzene in analogous experimental conditions provides useful mechanistic indications on the transformation of 1 to 4 or 5.
