Visible-light photoredox-promoted desilylative allylation of α-silylamines: An efficient route to synthesis of homoallylic amines
A facile and efficient synthesis of homoallylic amines by visible-light photoredox-promoted desilylative allylation of α-silylamines with allylic sulfones is described. A variety of α-silylamines derived from anilines, cyclic and acyclic alkyl amines reacted with a serious of mono or disubstituted allylic sulfones well to provide homollylic amines in good to high yields under very mild reaction conditions.
Synthesis of pharmacologically relevant indoles with amine side chains via tandem hydroformylation/fischer indole synthesis
The sequence of hydroformylation and Fischer indole synthesis starting from amino olefins and aryl hydrazines is described. In a convergent manner, the two units bearing pharmacologically relevant substituents are assembled in the final indolization step. This modular and diversity-oriented approach to tryptamines and homotryptamines can be conducted in water and allows synthesis of branched and nonbranched tryptamines as well as tryptamine-based pharmaceuticals such as the 5-HT1D agonist L 775 606.
Schmidt, Axel M.,Eilbracht, Peter
p. 5528 - 5535
(2007/10/03)
Photocyclization of 4-(Dialkylaminno)-2-aryl-1-butenes
Irradiation of 4-(dialkylamino)-2-aryl-1-butenes gave cyclization products, 3-methyl-3-arylpyrrolidines, in high yields.These styrylamines formed fluorescent intramolecular exciplexes, but studies based on Stern-Volmer quenching for the fluorescence and t