2510-98-7Relevant academic research and scientific papers
Metal-Free [2 + 1 + 2]-Cycloaddition of Tosylhydrazones with Hexahydro-1,3,5-triazines to Form Imidazolidines
Liu, Pei,Xu, Guangyang,Sun, Jiangtao
, p. 1858 - 1861 (2017)
A novel protocol toward imidazolidines has been accomplished using tosylhydrazones and hexahydro-1,3,5-triazines as the substrates under metal-free reaction conditions. Importantly, the role of LiOtBu has been confirmed not only to release the diazo but also to promote the cycloaddition. Further mechanistic investigations reveal that the reaction proceeds through a stepwise [2 + 1 + 2] process.
Medium-dependent Trapping of Diazoalkane Intermediates During Photolysis of Diazirines
Bennett, Peter,Harwood, Laurence M.,Macro, Jason,McGregor, Andrew
, p. 961 - 962 (1994)
Photolysis of an intimate mixture of methyl(phenyl)diazirine and N-methylmaleimide in the absence of solvent permits the diazoalkane intermediate to be trapped, whereas the equivalent reaction in solution gives only cyclopropanated adducts.
Reactive separation of β-bromoethylbenzene from α-β-bromoethylbenzene mixtures: a Zn2+-mediated radical polymerization mechanism
Deng, Tianyu,Tian, Jiaming,Yan, Binhang,Zhu, Junqiu
, p. 1219 - 1222 (2022/02/03)
A Zn2+-induced reactive separation method for the purification of β-bromoethylbenzene from α-β-bromoethylbenzene mixtures is discovered, where the selective decomposition of α-bromoethylbenzene follows a radical mechanism. Zn2+ facilitates the homolysis of the C-Br bond of halohydrocarbons with benzyl bromide, enabling the separation of the corresponding isomers with almost identical physical properties.
Triphosgene and DMAP as Mild Reagents for Chemoselective Dehydration of Tertiary Alcohols
Ganiu, Moshood O.,Cleveland, Alexander H.,Paul, Jarrod L.,Kartika, Rendy
, p. 5611 - 5615 (2019/08/01)
The utility of triphosgene and DMAP as mild reagents for chemoselective dehydration of tertiary alcohols is reported. Performed in dichloromethane at room temperature, this reaction is readily tolerated by a broad scope of substrates, yielding alkenes preferentially with the (E)-geometry. While formation of the Hofmann products is generally favored, a dramatic change in alkene selectivity toward the Zaitzev products is observed when the reaction is carried out in dichloroethane at reflux.
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.
An unprecedented approach to the Gabriel amine synthesis utilizing tosylhydrazones as alkylating agents
Yadav, Arvind K.,Yadav, Lal Dhar S.
, p. 34764 - 34767 (2014/11/08)
A new and one-pot version of the Gabriel phthalimide amine synthesis utilizing carbonyl compounds as alkylating agents via their tosylhydrazone surrogates is disclosed. The alkylation involves copper catalysed carbene insertion into the N-H bond of phthalimide. Basically, the protocol also offers a powerful tool for deoxygenative hydroamination of carbonyl compounds.
B12-TiO2 Hybrid Catalyst for Light-Driven Hydrogen Production and Hydrogenation of C-C Multiple Bonds
Shimakoshi, Hisashi,Hisaeda, Yoshio
, p. 1250 - 1253 (2016/02/18)
The B12-TiO2 hybrid catalyst mediates H2O reduction to form hydrogen under UV irradiation (turnover number of one per hour). The catalyst also mediates reductions of alkenes such as styrene derivatives and alkylacrylates (maximum turnover number of 100 per hour) under mild conditions of room temperature, ordinary pressure, and water or alcohol as solvent.
An easy access to fluoroalkanes by deoxygenative hydrofluorination of carbonyl compounds via their tosylhydrazones
Yadav, Arvind K.,Srivastava, Vishnu P.,Yadav, Lal Dhar S.
, p. 2154 - 2156 (2013/03/14)
An efficient and operationally simple synthesis of fluoroalkanes by deoxygenative hydrofluorination of carbonyl compounds via their tosylhydrazone surrogates is reported. The reaction can be carried out in a one-pot procedure directly from carbonyl compounds.
Quest for diatomic selenium
Rys, Andrzej Z.,Schultz, Erwin K. V.,Harpp, David N.
, p. 351 - 371 (2011/01/12)
Metallocene pentaselenides and elemental selenium were employed in an effort to generate diatomic selenium (Se2) under thermal conditions. Trapping experiments were carried out with six dienes. A successful formation of a diselenium adduct was observed in the case of 5,6-dimethylene-cyclohexa-1,3- diene (1a). The other dienes produced the corresponding dihydroselenophenes. The in-depth study of the limitations of our method to generate Se2 is described; a plausible mechanism rationalizing the observed results is proposed.
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.
