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The mechanism for the reduction of a nitrile to an aldehyde with DIBAL-H. The hydride reagent Diisobutylaluminium hydride, or DIBAL-H, is commonly used to convert nitriles to the aldehyde. [14] Regarding the proposed mechanism, DIBAL forms a Lewis acid-base adduct with the nitrile by formation of an N-Al bond. The hydride is then transferred to ...
Later on a surprisingly substantial enhancement of blocking activity of 5-HT uptake was achieved by adding chlorine atoms at C-3 and C-4 to the structure of tametraline, resulting in (+)-trans-(1R,4S)-N-methyl-4-phenyl-1-aminotetralin, a potent but nonselective uptake blocker.
The Barton reaction, also known as the Barton nitrite ester reaction, is a photochemical reaction that involves the photolysis of an alkyl nitrite to form a δ- nitroso alcohol. Discovered in 1960, the reaction is named for its discoverer, Nobel laureate Sir Derek Barton. [1] Barton's Nobel Prize in Chemistry in 1969 was awarded for his work on ...
Nitrilase was first discovered in the early 1960s for its ability to catalyze the hydration of a nitrile to a carboxylic acid. [2] Although it was known at the time that nitrilase could operate with wide substrate specificity in producing the corresponding acid, later studies reported the first NHase (nitrile hydratase) activity exhibited by nitrilase.
Samarium (II) iodide is a one-electron reductant, and typically effects reduction through a series of electron transfer and proton transfer (from protic solvent) steps. [ 4 ][ 3 ] Reducible functional groups include: α-Functionalized carbonyl compounds. Ketones and aldehydes. Carboxylic acids (under strongly acidic or basic conditions) Organic ...
The Béchamp reduction (or Béchamp process) is a chemical reaction that converts aromatic nitro compounds to their corresponding anilines using iron as the reductant: [1] 4 C 6 H 5 NO 2 + 9 Fe + 4 H 2 O → 4 C 6 H 5 NH 2 + 3 Fe 3 O 4. This reaction was once a major route to aniline, but catalytic hydrogenation is the preferred method. [2]
Thorpe–Ziegler reaction. The Thorpe–Ziegler reaction (named after Jocelyn Field Thorpe and Karl Ziegler), or Ziegler method, is the intramolecular modification with a dinitrile as a reactant and a cyclic ketone as the final reaction product after acidic hydrolysis. The reaction is conceptually related to the Dieckmann condensation.
Mechanism showing the synthesis of an oxazole through the Van Leusen reaction. When ketones are used instead, elimination cannot occur; rather, a tautomerization process gives an intermediate which after a ring opening process and elimination of the tosyl group forms an N-formylated alkeneimine. This is then solvolysed by an acidic alcohol ...