37629-85-9Relevant articles and documents
Synthesis and Catalytic Use of Gold(I) Complexes Containing a Hemilabile Phosphanylferrocene Nitrile Donor
?koch, Karel,Císa?ová, Ivana,?těpni?ka, Petr
supporting information, p. 15998 - 16004 (2015/11/03)
Removal of the chloride ligand from [AuCl(1-κP)] (2) containing a P-monodentate 1′-(diphenylphosphanyl)-1-cyanoferrocene ligand (1), by using silver(I) salts affords cationic complexes of the type [Au(1)]X, which exist either as cyclic dimers [Au(1)]2X2 (3a, X=SbF6; 3 c, X=NTf2) or linear coordination polymers [Au(1)]nXn (3 a′, X=SbF6; 3 b′, X=ClO4), depending on anion X and the isolation procedure. As demonstrated for 3 a′, the polymers can be readily cleaved by the addition of donors, such as Cl-, tetrahydrothiophene (tht) or 1, giving rise to the parent compound 2, [Au(tht)(1-κP)][SbF6] (5 a) or [Au(1-κP)2][SbF6] (4 a), respectively, of which the last two compounds can also be prepared by stepwise replacement of tht in [Au(1-κP)2][SbF6]. The particular combination of a firmly coordinated (phosphane) and a dissociable (nitrile) donor moieties renders complexes 3/3′ attractive for catalysis because they can serve as shelf-stable precursors of coordinatively unsaturated AuI fragments, analogous to those that result from the widely used [Au(PR3)(RCN)]X catalysts. The catalytic properties of the Au-1 complexes were evaluated in model annulation reactions, such as the synthesis of 2,3-dimethylfuran from (Z)-3-methylpent-2-en-4-yn-1-ol and oxidative cyclisation of alkynes with nitriles to produce 2,5-disubstituted 1,3-oxazoles. Of the compounds tested (2, 3 a′, 3 b′, 3 a, 4 a and 5 a), the best results were consistently achieved with dimer 3 c, which has good solubility in organic solvents and only one firmly bound donor at the gold atom. This compound was advantageously used in the key steps of annuloline and rosefuran syntheses.
PROCESS FOR THE SYNTHESIS OF (2E)-3-(3,4-DIMETHOXYPHENYL)PROP-2-ENENITRILE, AND APPLICATION IN THE SYNTHESIS OF IVABRADINE AND ADDITION SALTS THEREOF WITH A PHARMACEUTICALLY ACCEPTABLE ACID
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Paragraph 0030-0032, (2014/05/20)
Process for the synthesis of the compound of formula (I): Application in the synthesis of ivabradine, addition salts thereof with a pharmaceutically acceptable acid and hydrates thereof.
A biocompatible alkene hydrogenation merges organic synthesis with microbial metabolism
Sirasani, Gopal,Tong, Liuchuan,Balskus, Emily P.
supporting information, p. 7785 - 7788 (2014/08/05)
Organic chemists and metabolic engineers use orthogonal technologies to construct essential small molecules such as pharmaceuticals and commodity chemicals. While chemists have leveraged the unique capabilities of biological catalysts for small-molecule production, metabolic engineers have not likewise integrated reactions from organic synthesis with the metabolism of living organisms. Reported herein is a method for alkene hydrogenation which utilizes a palladium catalyst and hydrogen gas generated directly by a living microorganism. This biocompatible transformation, which requires both catalyst and microbe, and can be used on a preparative scale, represents a new strategy for chemical synthesis that combines organic chemistry and metabolic engineering. Reduction to practice: A hydrogenation reaction has been developed that employs hydrogen generated in situ by a microorganism and a biocompatible palladium catalyst to reduce alkenes on a synthetically useful scale. This type of transformation, which directly combines tools from organic chemistry with the metabolism of a living organism for small-molecule production, represents a new strategy for chemical synthesis.
