- Cs2CO3-mediated decomposition of N-tosylhydrazones for the synthesis of azines under mild conditions
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Abstract: A facile, environmentally and efficient Cs2CO3-mediated decomposition of N-tosylhydrazones reaction has been developed for the synthesis of functionalized azines under mild conditions. This method offers broad substrate scope, occurs as additive-free, without strong base conditions, utilizes readily available reactants, and forms products in good to high yields. Graphical Abstract: [Figure not available: see fulltext.]
- Luo, Zai-Gang,Liu, Peng,Fang, Yu-Yu,Xu, Xue-Mei,Feng, Cheng-Tao,Li, Zhong,Zhang, Xiao-Mei,He, Jie
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p. 1139 - 1148
(2017/02/10)
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- A process for preparing 1, 2 - double-(1 - aryl alkyl methylene) method of the hydrazine compound
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The present invention discloses method for preparing a 1,2-bis(1-aralkyl methylene) hydrazine compound. The method comprises the following steps of: dissolving benzene sulfonyl hydrazone into a CH3CN solvent; then adding ammonium persulfate and cesium carbonate to react for 6hours under a condition of 100 DEG C; after the reaction is ended, performing extraction and column chromatographic separation, thereby obtaining the 1,2-bis(1-aralkyl methylene) hydrazine compound. According to the method, ammonium persulfate with a low price is used as a catalyst to catalyze benzene sulfonyl hydrazone to generate degradation reaction; the reaction conditions are mild; the reaction time is short; a post-treatment process is simple; the reaction product is low; and the product yield is high. The 1,2-bis(1-aralkyl methylene) hydrazine compound can be used as a useful synthesis intermediate, and has potential pharmaceutical activity and a wide application.
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Paragraph 0033; 0034
(2017/07/21)
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- Base and solvent mediated decomposition of tosylhydrazones: Highly selective synthesis of N-alkyl substituted hydrazones, dialkylidenehydrazines, and oximes
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Base and solvent mediated decomposition of tosylhydrazones was studied. It was found that reaction of tosylhydrazones in CH3NO2 in the presence of 1 equiv of K2CO3 in 90 °C gave N-alkylated products in 52-96% yield. However, when the same reaction was carried out in mixed solvent of CH3NO2 and dioxane in the presence of 3 equiv of NaOH at 110 °C, dialkylidenehydrazines were obtained in moderate to high yield. If the reaction was carried out in mixed solvent of CH3NO2 and DMSO in the presence of 10 equiv of NaOH at 110 °C, CH3NO2 can act as the precursor of hydroxylamine and corresponding oximes were formed in up to 92% yield.
- Sha, Qiang,Wei, Yunyang
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supporting information
p. 3829 - 3835
(2013/07/05)
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- The catalytic olefination reaction of aldehydes and ketones with CBr 3CF3
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The new approach of catalytic olefination reaction (COR) has been used to convert aromatic and aliphatic aldehydes and ketones to 2-bromo-3,3,3- trifluoroprop-1-enes by the treatment of corresponding hydrazones with CBr 3CF3 under copper(I) catalysis conditions. The reaction proceeds stereoselectively, the target alkenes were obtained in good yields.
- Nenajdenko, Valentine G.,Varseev, Georgy N.,Shastin, Alexey V.,Balenkova, Elisabeth S.
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p. 907 - 913
(2007/10/03)
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- Catalytic olefination of carbonyl compounds. Effect of the structure of the carbonyl compound on the reaction
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The mechanism of the novel reaction of catalytic olefination of carbonyl compounds was studied. The reaction involves the transformation of hydrazones of aromatic aldehydes and ketones into the corresponding dichloroalkenes and symmetrical azines by the treatment with carbon tetrachloride in the presence of CuCl as a catalyst. The stability of intermediate diazoalkanes is the main factor determining the direction of the reaction. In the case of sufficiently stable diazoalkanes, other products can be formed under the reaction conditions along with the products of catalytic olefination.
- Korotchenko,Shastin,Nenaidenko,Balenkova
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p. 492 - 497
(2007/10/03)
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- Conjugated N-isocyanides; a Reassessment and a Correction of Claimed Stable Conjugated N-Isocyanides. Stable N-Formyltriazenes; a Confirmation
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Previously claimed stable solid aryldiazoisocyanides were found to be crude arylazides, and dehydration of formamides as a route to stable N-isocyanides must be viewed with caution; stable N-formyltriazenes are confirmed and literature difficulties with r
- Butler, Richard N.,O'Shea, Paul D.,Burke, Luke A.
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p. 1210 - 1212
(2007/10/02)
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- RHODIUM ION CATALYZED DECOMPOSITION OF ARYLDIAZOALKANES
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Aryldiazomethanes are converted by rhodium(II)acetate and iodorhodium(III) tetraphenylporphyrin to cis- rather than trans-1,2-diarylethylenes.Secondary aryldiazoalkanes react with rhodium(II) acetate to give azines.
- Shankar, B.K. Ravi,Shechter, Harold
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p. 2277 - 2280
(2007/10/02)
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