93872-36-7Relevant academic research and scientific papers
SnCl4-Zn: A novel reductive system for deoxygenative coupling of aliphatic, aromatic, chalcone epoxide, and indanone carbonyl compounds to olefins
Pathe, Gulab Khushalrao,Ahmed, Naseem
supporting information, p. 1555 - 1561 (2015/03/14)
SnCl4-Zn complex provided a novel reductive system in the deoxygenative cross-coupling of aliphatic, aromatic, chalcone epoxide and indanone carbonyl compounds to olefins in high yield (55-86%) at reflux temperature in THF. The advantage of this reagent is inexpensive, short reaction time, and high yield compared to the reagents used in the McMurry cross-coupling reaction.
Synthesis of sulfones by iron-catalyzed decomposition of sulfonylhydrazones
Barluenga, Jose,Tomas-Gamasa, Maria,Aznar, Fernando,Valdes, Carlos
scheme or table, p. 1520 - 1526 (2011/04/25)
The Fe-catalyzed decomposition of sulfonylhydrazones gives rise to sulfones. The reaction is quite general and allows the preparation of sulfones from a variety of aryl, alkyl, and α,β-unsaturated aldehydes and ketones. Crossover experiments reveal that the reaction is an intermolecular process, which may proceed by nucleophilic attack of the sulfinate anion on an iron carbene complex. Carbonyl compounds can be easily transformed into sulfones by Fe-catalyzed decomposition of the corresponding sulfonylhydrazones. The process most likely proceeds through an iron carbene complex and opens the door for the design of othernovel Fe-catalyzed reductive couplings. Copyright
Insights into the general and efficient cross McMurry reactions between ketones
Duan, Xin-Fang,Zeng, Jing,Lue, Jia-Wei,Zhang, Zhan-Bin
, p. 9873 - 9876 (2007/10/03)
The selective cross McMurry couplings of diaryl or aryl ketones with various substituted ketones were achieved in 53-94% isolated yields. It is believed that the strong affinity of the substituents to the low-valent titanium surface plays an important role in regards to moderating selectivity. Through the introduction of such substituents followed by their removal post McMurry coupling, structurally similar ketones can be effectively cross-coupled.
Reaction of ketone hydrazones with diselenium dihalides: Simple synthesis of Δ3-1,3,4-selenadiazolines and 2,5-diarylselenophenes
Okuma, Kentaro,Izaki, Toshiharu,Kubo, Kento,Shioji, Kosei,Yokomori, Yoshinobu
, p. 1121 - 1126 (2007/10/03)
Sterically congested cis- and trans-Δ3-1,3,4- selenadiazolines were isolated by one-pot reactions of ketone hydrazones with diselenium dibromide, which suggested the in situ formation of selone and diazoalkane intermediates. The thermolysis of these compounds gave symmetrical olefins, whereas oxidation afforded the corresponding azines. The reaction of acetophenone hydrazones with diselenium dibromide afforded 2,5- diarylselenophenes in moderate yields. The reaction proceeded through selone intermediates.
THERMAL HETEROCYCLIZATION OF METHYL ARYL KETAZINES. REACTIONS OF THE TAUTOMERIC ENEHYDRAZINE FORM
Shurukhin, Yu. V.,Klyuev, N. A.,Grandberg, I. I.
, p. 723 - 732 (2007/10/02)
Over the temperature range 220-280 deg C the thermal reactions of methyl aryl ketazines (Ar=C6H5-, 4-CH3C6H4-, 4-CH3OC6H4-, and α-naphthyl-) proceed with their cyclization to give pyrazoline and benzodiazepine derivatives.With an increase in temperature to 320-350 deg C the subsequent transformations of these compounds lead to the formation of substituted pyrazoles, 1-methyl-1,2-diarylcyclopropanes isomeric olefins, low-molecular-weight aromatic hydrocarbons, and isoquinolines.
