Related Experiment Video
Updated: Aug 9, 2026

Light-driven Enzymatic Decarboxylation
Published on: May 22, 2016
Hydrogenative deoxygenation of organic compounds: Direct conversion of amides to alkanes
1Department of Chemistry, Stanford University, Stanford, California 94305.
Abstract:
Through the use of (Cp(2)TiH)(x) or (Cp(2)Ti)(1-2), in which Cp is C(5)H(5) (cyclopentadienyl ligand), it is possible to effect not only the previously known direct reduction of aldehydes and esters to alkanes but also the one-step conversion to alkane of amides derived from selected primary aromatic amines.
Related Concept Videos
Preparation of Aldehydes and Ketones from Alcohols, Alkenes, and Alkynes
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
Reduction of Alkenes: Catalytic Hydrogenation
Metals like palladium, platinum, and nickel are commonly used in their solid forms — fine powder on an inert surface. As these catalysts remain insoluble in the reaction mixture, they are referred to as heterogeneous catalysts.
The hydrogenation process takes place on the surface of...
Preparation of Amines: Reduction of Oximes and Nitro Compounds
Though catalytic hydrogenation can reduce nitrobenzenes, the reduction is nonselective in the presence of other functional groups. For instance, if nitrobenzene contains an aldehyde group,...
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
Preparation of Alkynes: Dehydrohalogenation
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.

