7707-71-3

Upstream product

• 20193-21-9 N-propyl-1-butylamine 
• 85288-93-3 N-lithio-N-propylcyclobutylamine 
• 91853-60-0 C₁₄H₂₈N₄ 
• 27126-22-3 4-azido-heptane 
• 7332-00-5 n-butylazide 
• 107-10-8 propylamine 
• 123-72-8 butyraldehyde 

Downstream Products

• 24764-97-4 2-bromobutanal 
• 4905-83-3 propylamine hydrobromide 
• 20193-21-9 N-propyl-1-butylamine 
• 92423-91-1 (R,S)-1-propylamino-1-phenylbutane 

Relevant academic research and scientific papers

Zinc(II)-Catalyzed Synthesis of Propargylamines by Coupling Aldimines and Ketimines with Alkynes

A ZnII-catalyzed reaction between imines, which were derived from unactivated aldehydes or ketones and primary amines or α-amino acid esters, and terminal alkynes has led to the rapid and efficient formation of tri- and tetrasubstituted propargylamines (from aldimines and ketimines, respectively) in good to excellent yields. No additives or extra Lewis acid reagents were required for the imine-alkyne coupling reaction.

Transition-Metal-Controlled Inorganic Ligand-Supported Non-Precious Metal Catalysts for the Aerobic Oxidation of Amines to Imines

Most state-of-art transition-metal catalysts usually require organic ligands, which are essential for controlling the reactivity and selectivity of reactions catalyzed by transition metals. However, organic ligands often suffer from severe problems including cost, toxicity, air/moisture sensitivity, and being commercially unavailable. Herein, we show a simple, mild, and efficient aerobic oxidation procedure of amines using inorganic ligand-supported non-precious metal catalysts 1, (NH4)n[MMo6O18(OH)6] (M=Cu2+; Fe3+; Co3+; Ni2+; Zn2+, n=3 or 4), synthesized by a simple one-step method in water at 100 °C, demonstrating that the catalytic activity and selectivity can be significantly improved by changing the central metal atom. In the presence of these catalysts, the catalytic oxidation of primary and secondary amines, as well as the coupling of alcohols and amines, can smoothly proceed to afford various imines with O2 (1 atm) as the sole oxidant. In particular, the catalysts 1 have transition-metal ion core, and the planar arrangement of the six MoVI centers at their highest oxidation states around the central heterometal can greatly enhance the Lewis acidity of catalytically active sites, and also enable the electrons in the center to delocalize onto the six edge-sharing MO6 units, in the same way as ligands in traditional organometallic complexes. The versatility of this methodology maybe opens a path to catalytic oxidation through inorganic ligand-coordinated metal catalysis.

ELECTRON TRANSFER PROCESSES IN REACTIONS OF LITHIUM DIALKYLAMIDES. USE OF THE N-PROPYLCYCLOBUTYLAMINYL RADICAL RING OPENING AS A PROBE REACTION

N-Lithio-N-propylcyclobutylamine has been used as a qualitative mechanistic probe for electron transfer processes in several reactions.

A Versatile New Synthesis of Quinolines and Related Fused Pyridines. Part 12. A General Synthesis of 2-Chloropyridines and 2-Pyridons

The Vilsmeier formylation of tertiary and secondary enamides leads to 2-pyridons and 2-chloropyridines, respectively.The reaction appears to be quite general allowing substitution in the 1-, 3-, 5-, or 6-position or combinations of these.The major limitation arises with enamides which are unsymmetrically substituted on the double bond with alkyl groups, when mixtures can result.Attempts to introduce a 4-substituent by a variation of the Vilsmeier reagent had limited success.

ISOMERIZATIONS OF SMALL RING LITHIUM DIALKYLAMIDES

Lithium N-butylcyclopropylamide (1) and lithium N-propylcyclobutylamide (2) rearrange in etheral solvents by nucleophilic eliminative ring fission process; amide 1 is highly reactive whereas 2 is somewhat stable.

Photolysis of Alkyl Azides. Evidence for a Nonnitrene Mechanism

The photolyses of nine sec- and tert-alkyl azides have been studied in detail.The products consist of imines derived from 1,2-shifts of groups on the alkyl carbon atom α to the azide nitrogen atom.No evidence of typical nitrene processes (aromatic substitution, aliphatic C-H insertion) was found.The imine product distributions are rationalized on the basis of a preferred migration orientation in the photochemically excited azide, along with a consideration of either ground or excited state rotational equilibration of the azide.Photolyses of selected azides carried out over an approximately 200 deg C temperature range allow an estimation of apparent activation energy differences between different group migrations.These energy differences are in the range of 70-493 cal/mol and are related to rotational equilibration of the alkyl azide.