52718-79-3Relevant academic research and scientific papers
Selective C?C Coupling of Vinyl Epoxides with Diborylmethide Lithium Salts
Gava, Riccardo,Fernández, Elena
supporting information, p. 8013 - 8017 (2019/05/29)
Vinyl epoxides and styrene oxide can react with diborylmethide lithium salts through an exclusive SN2 borylmethylation/ring opening in a regio- and diastereoselective way, depending on the nature of the substrate. The ring-opening protocol prov
I2-TBHP-catalyzed one-pot highly efficient synthesis of 4,3-fused 1,2,4-triazoles from: N -tosylhydrazones and aromatic N-heterocycles via intermolecular formal 1,3-dipolar cycloaddition
Inturi, Surendra Babu,Kalita, Biswajit,Ahamed, A. Jafar
supporting information, p. 11061 - 11064 (2016/12/07)
I2-TBHP-catalyzed azomethine imine generation and subsequent regioselective 1,3-dipolar cycloaddition (DC) with aromatic N-heterocycles was developed to afford various 4,3-fused 1,2,4-triazoles in excellent yields. The method is operationally simple and highly efficient with broad functional group tolerance.
Unsymmetrical 1,1-diborated multisubstituted sp3-carbons formed via a metal-free concerted-asynchronous mechanism
Cuenca, Ana B.,Cid, Jessica,García-López, Diego,Carbó, Jorge J.,Fernández, Elena
supporting information, p. 9659 - 9664 (2015/09/28)
We have experimentally proved the unsymmetrical 1,1-diboration of diazo compounds, formed in situ from aldehydes and cyclic and non-cyclic ketones, in the absence of any transition metal complex. The heterolytic cleavage of the mixed diboron reagent, Bpin-Bdan, and the formation of two geminal C-Bpin and C-Bdan bonds has been rationalised based on DFT calculations to occur via a concerted-asynchronous mechanism. Diastereoselection is attained on substituted cyclohexanones and DFT studies provide understanding on the origin of the selectivity. The alkoxide-assisted selective deborylation of Bpin from multisubstituted sp3-carbon and generation of a Bdan stabilized carbanion, easily conducts a selective protodeboronation sequence.
Tosylhydrazines by the Reduction of Tosylhydrazones with Triethylsilane in Trifluoroacetic Acid
Wu, Pei-Lin,Peng, Shao-Yu,Magrath, Joe
, p. 249 - 252 (2007/10/03)
Tosylhydrazines were easily prepared by the reduction of tosylhydrazones with triethylsilane in the presence of trifluoroacetic acid.
Conversion of Tosylhydrazones of α-Halogeno-aldehydes and -ketones into the Corresponding Phenylthio- and Phenylseleno-derivatives
Reese, Colin B.,Sanders, H. Paul
, p. 2719 - 2724 (2007/10/02)
The tosylhydrazones of 2-chlorocyclohexanone, 2-chlorocyclopentanone, 1-chloropropanone, phenacyl chloride, 2-bromoheptanal and 2-bromo-2-methylpropanal (1), (5a),(7a),(8b), and (9b), respectively, reacted rapidly with thiophenol and an excess of triethylamine in tetrahydrofuran at -78 deg C to give the corresponding α-phenylthio-substituted tosylhydrazones (3a), (5b), (7b), (8c), and (9c) in good yields.The α-phenylseleno-substituted tosylhydrazones (3b),(5c), (6c), (8d), and (9d) were similarly prepared, in satisfactory yields, by treating the corresponding α-halogeno-substituted tosylhydrazones with benzeneselenol and an excess of triethylamine.Several α-phenylthio-substituted carbonyl compounds and 2-phenylselenocyclohexanone (4b) were regenerated from the corresponding tosylhydrazones in good yields.
