61866-52-2Relevant academic research and scientific papers
Facile Synthesis of Chiral Arylamines, Alkylamines and Amides by Enantioselective NiH-Catalyzed Hydroamination
Meng, Lingpu,Yang, Jingjie,Duan, Mei,Wang, You,Zhu, Shaolin
supporting information, p. 23584 - 23589 (2021/09/28)
Regio- and enantioselective hydroarylamination, hydroalkylamination and hydroamidation of styrenes have been developed by NiH catalysis with a simple bioxazoline ligand under mild conditions. A wide range of enantioenriched benzylic arylamines, alkylamines and amides can be easily accessed by nitroarenes, hydroxylamines and dioxazolones, respectively as amination reagents. The chiral induction in these reactions is proposed to proceed through an enantiodifferentiating syn-hydronickellation step.
Iron catalyzed methylation and ethylation of vinyl arenes
Zhu, Nengbo,Zhao, Jianguo,Bao, Hongli
, p. 2081 - 2085 (2017/03/09)
Short alkyl chain Heck (type) reactions, especially methyl Heck reactions, are a difficult aspect of the alkyl Heck reaction. To provide a solution to this problem, iron-catalyzed methyl, ethyl and propyl Heck reactions were developed using readily available alkyl peroxides as alkyl sources. The reaction conditions were mild, clean, and easy to handle. No additive was needed, and no hazardous waste was generated. The products were obtained in up to 99% yield of one isomer for most situations. This reaction works for many types of olefin and tolerates a variety of functional groups. Several late-stage functionalizations of natural products and drug molecules were conducted to demonstrate the synthetic applications of this reaction.
Pd-NHC catalyzed conjugate addition versus the mizoroki-heck reaction
Gottumukkala, Aditya L.,Devries, Johannes G.,Minnaard, Adriaan J.
scheme or table, p. 3091 - 3095 (2011/04/22)
Ace of base: A catalytic system is presented that, solely by choice of the base, selectively switches between conjugate addition and the Mizoroki-Heck reaction of aryl halides with Michael acceptors (see scheme; R, R′=alkyl, aryl). For conjugate addition reactions, this avoids the preparation and use of organometallics.
Untersuchungen im Wittig-System nach einem ordnenden Konzept auf der Basis alternativer Prinzipien
Bandmann, Heinz,Bartik, Tamas,Bauckloh, Sylvia,Behler, Ansgar,Brille, Frank,et al.
, p. 193 - 204 (2007/10/02)
Our results show that the stereoselectivity of the Wittig-reaction can be controlled by the variation of substituents in accord with the ORDERING CONCEPT OF ALTERNATIV PRINCIPLES (individual pairs, known and unknown classes of alternatives).The "all-phenyl Wittig-system" having three phenyl groups on phosphorous two in ylid- and aldehyd-position was chosen as a standard for our investigations.Differentiation in ylid-position and compensation on phosphorous and aldehyd-position were observed by the comparison of "patterns".Consequently, most of the selectivity rules of Wittig-reactions can be explained by the differentiation through alternatives in the ylid-position.Inversion or conservation of the "patterns" of measured data points to the variation in structure of starting materials, reaction rates and selectivities.Amount-controls were also described in certain systems.
REACTIONS EN MILIEU HETEROGENE SOLIDE-LIQUIDE FAIBLEMENT HYDRATE: II - LA REACTION DE WITTIG DANS LES SYSTEMES CARBONATES ALCALINS/SOLVANT ORGANIQUE APROTIQUE
Bigot, Yves Le,Delmas, Michel,Gaset, Antoine
, p. 339 - 350 (2007/10/02)
The use of alkaline carbonates in a slighty hydrated solid-liquid aprotic organic media allowed the synthesis of alkenes from polyfunctionnal aldehydes or activated ketones with high yield in a Z preferential stereochemistry.The reaction mechanism proposed takes in account the specific use of water on the solvation of cationic species at the solid-liquid interface to explain the Z.E alkene ratio.
