13372-41-3Relevant academic research and scientific papers
Nickel-Catalyzed Multicomponent Coupling: Synthesis of α-Chiral Ketones by Reductive Hydrocarbonylation of Alkenes
Chen, Jian,Zhu, Shaolin
supporting information, p. 14089 - 14096 (2021/09/13)
A nickel-catalyzed, multicomponent regio- and enantioselective coupling via sequential hydroformylation and carbonylation from readily available starting materials has been developed. This modular multicomponent hydrofunctionalization strategy enables the straightforward reductive hydrocarbonylation of a broad range of unactivated alkenes to produce a wide variety of unsymmetrical dialkyl ketones bearing a functionalized α-stereocenter, including enantioenriched chiral α-aryl ketones and α-amino ketones. It uses chiral bisoxazoline as a ligand, silane as a reductant, chloroformate as a safe CO source, and a racemic secondary benzyl chloride or an N-hydroxyphthalimide (NHP) ester of a protected α-amino acid as the alkylation reagent. The benign nature of this process renders this method suitable for late-stage functionalization of complex molecules.
Metal-free regioselective hydrochlorination of unactivated alkenes via a combined acid catalytic system
Liang, Shengzong,Hammond, Gerald B.,Xu, Bo
supporting information, p. 680 - 684 (2018/02/14)
A combined acid HCl/DMPU-acetic acid catalytic system was used in the hydrochlorination of a wide range of unactivated alkenes. This hydrochlorination strategy is remarkably greener than previous reported methods in terms of high atom efficiency, no toxic waste generated and metal-free process. The higher efficiency, compared with other commercially available HCl reagents, was augmented by the good regioselectivity and functionality tolerance found. A stepwise mechanism for this hydrochlorination process was proposed based on kinetic studies.
Fungicidal substituted azole derivatives
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, (2008/06/13)
Compounds having the structural formula STR1 wherein: R can be the same or different and is halogen, hydrogen, C1 -C8 alkyl, C1 -C8 haloalkyl, C3 -C6 cycloalkyl, C7 -C9/sub
Nucleophilic Substitution Reaction of 1-Phenylethyl Chlorides in Methanol
Lee, Ikchoon,Lee, Won Heui,Lee, Hai Whang,Bentley, T. W.
, p. 141 - 146 (2007/10/02)
Nucleophilic substitution reactions of 1-(Y-phenyl)ethyl chlorides with X-anilines have been investigated in methanol at 65.0 deg C.An isokinetic point is obtained at ?Y+ = ca. -0.23 with ρX = 0; the sign of ρX changes at this point from positive for the relatively strong electron donating Y substituents to negative for the more electron withdrawing Y substituents. The magnitude of the cross-interaction constant, ρXY, between the substituents X and Y is unusually large with the relatively small magnitude of ρXo resulting in an observable isokinetic point at .These results are interpreted in terms of a transition state (TS) structure in which nearly complete bond formation between the nucleophile and cation formed in an ion-pair preequilibrium is coupled with a TS imbalance phenomenon.The results of kinetic isotope effect studies involving deuteriated anilines and methanol are also in line with this mechanism.
