Hydroamination Of Allenes Research Articles

The Mechanism of Hydroamination of Allenes, Alkynes, and Alkenes Catalyzed by Cyclopentadienyltitanium-Imido Complexes: A Density Functional Study

The Mechanism of Hydroamination of Allenes, Alkynes, and Alkenes Catalyzed by Cyclopentadienyltitanium-Imido Complexes: A Density Functional Study

Palladium catalysed pronucleophile addition to unactivated carbon–carbon multiple bonds

The addition of nucleophiles to carbon–carbon multiple bonds coordinated by Pd(II) is one of the most popular processes for palladium promoted organic transformations. However, the palladium catalysed addition of pronucleophiles to carbon–carbon multiple bonds has not been investigated widely. The compounds (H–Nu) which are prone to form nucleophilic species (Nu–) on treatment with either base or transition metals are called pronucleophiles. The additions of carbon pronucleophiles (H–CR3, hydrocarbonation), nitrogen pronucleophiles (H–NR2, hydroamination), carboxyl pronucleophiles (H–OCOR, hydrocarboxylation) and sulfur pronucleophiles (H–S–, hydrosulfination) to C–C multiple bonds are catalysed by palladium complexes. The hydrocarbonation of allenes, enynes, alkynes and methylenecyclopropanes proceeds very smoothly in the presence of palladium catalysts to give the corresponding olefinic derivatives in good to high yields. The hydroamination of allenes, enynes and methylenecyclopropanes affords the corresponding allylic amines. The hydrocarboxylation of allenes gives the corresponding allylic carboxylates in high yields, and the hydrosulfination of allenes with tosylhydrazine produces the corresponding allylic tosylates.

A new method for the synthesis of nitrogen heterocycles via palladium catalyzed intramolecular hydroamination of allenes

The intramolecular hydroamination of certain allenes, bearing amine or sulfonyl amide groups at the terminus of the carbon chain, proceeded smoothly in the presence of catalytic amounts of palladium complex ([( η 3-C 3H 5)PdCl] 2-dppf) under weakly acidic conditions (0.15-1.0 equivalent of acetic acid) to give the corresponding 2-vinylpyrrolidines and 2-vinylpiperidines in good to high yield.

The two component palladium catalyst system for intermolecular hydroamination of allenes

The combination of acetic acid with Pd 2(dba) 3.CHCl 3 and dppf [1.1 1-Bis(diphenylphosphino ferrocene)] is a new type of catalytic system, capable of effecting the addition of protected and/or functionalized amines to allenes with high regio- and stereoselectivity.

Synthesis of allylic amines through the palladium-catalyzed hydroamination of allenes

The palladium-catalyzed addition of amines to allenes in the presence of triethylammonium iodide leads to allylic amines.