39662-63-0Relevant articles and documents
Synthesis and reactivity of dipole-stabilized but unchelated α-aminoorganolithiums
Iula, Donna M.,Gawley, Robert E.
, p. 6196 - 6201 (2000)
Two N-methyl-5-lithio-2-pyrrolidinones have been prepared by tin-lithium exchange. These two α-aminoorganolithium compounds that are stabilized by an amide dipole, but not by chelation to the amide carbonyl. Both constitute test cases for comparing the st
Synthesis of Exo- and Endocyclic Enamides Through Copper-Catalyzed Regioselective Intramolecular N-Halovinylation
Bergeron, Jodrey,Daoust, Benoit,Gilbert, Nicolas,Lambolez, Pierre,Ricard, Simon
supporting information, (2020/05/04)
Cross-couplings between amides and 1,2-dihaloalkenes are an efficient and straightforward way to access β-haloenamides which, in turn, can be functionalized into complex, stereodefined enamide motifs. However, the intramolecular version of these cross-couplings, leading to cyclic β-haloenamides, has not been formally studied. In this paper, we report an investigation of factors affecting the efficiency of the reaction and its selectivity between potential exo and endo cyclization products. We demonstrate that exo/endo selectivity is largely determined by ring strain, whether it arises from the size of the resulting ring or from the structure of the starting compound, but that selectivity can also be modulated by varying reaction conditions. Finally, we show that resulting β-haloenamides readily undergo transition metal-catalyzed reactions, making this sequence a viable way to access highly functionalized cyclic enamides.
A PROCESS FOR THE PREPARATION OF VIGABATRIN
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Page/Page column 5, (2019/10/15)
The present invention provides a process for the preparation of vigabatrin of formula (I) comprising of dissolving vigabatrin in water, optionally treating with charcoal, filtering and adding an acid to the reaction mass followed by the addition of an organic solvent and then isolating vigabatrin of formula (I) with high purity.
