Synthesis of 3-alkenylamines, 4-alkenylamines and 3-allenylamines via a transamination procedure

Aluminum Bases for the Highly Chemoselective Preparation of Aryl and Heteroaryl Aluminum Compounds

“…Thus, the treatment of LiTMP with a solution of AlCl 3 in THF (0.33 equiv) [8] at À78 8C leads to a solution of Al-(TMP) 3 ·3 LiCl (1; Scheme 1). An additional sterically hindered aluminum base was prepared by treating the imine 2 [9] with tBuLi (1.0 equiv) in THF [10] at À78 8C to give the lithium amide 3, followed by transmetalation with AlCl 3 (0.33 equiv) in THF. The corresponding aluminum trisamide base 4 was obtained in quantitative yield (Scheme 1).…”

Palladium-Catalyzed Aerobic Oxidative Cyclization of Aliphatic Alkenyl Amides for the Construction of Pyrrolizidine and Indolizidine Derivatives

“…The spectral data is consistent with the reported data. 2 General procedure for the preparation of unsaturated nitriles 2.4c-d General procedure for the preparation of unsaturated amine 2.5f 4 To a solution of 2-allylcyclohexanone 2.11f (1.1 mL, 7.2 mmol) in toluene (40 mL) were added benzylamine (7.9 mL, 72.4 mmol) and p-toluenesulfonic acid monohydrate (0.34 g,…”

Product Class 7: Imines

“…[147] N-Aryl Ketimines; General Procedure: [141] To a mixture of a ketone (0.10 mol) and an aromatic amine (0.12 mol) in benzene (CAU- Magnesium sulfate is often used as a drying agent and as a Lewis acid in aldimine syntheses. This way functionalized imines such as N-benzyl-AE-chloro aldimines, [148] â-chloro aldimines, [129] N-benzyl-N-(5-chloro-2,2-dimethylpentylidene)amine, [149] AE,â-unsaturated aldimines, [150] and â-oxo aldehydes, [151] as well as imines such as cyclopropanecarbaldimines, [152] N-benzylidene-N-homoallylamines, [153] and simple aliphatic aldimines, [154][155][156][157] are available. Alkylammonium salts can also be condensed this way, provided that 1 equivalent of triethylamine is added to the reaction mixture.…”