Amines, cyclic 1 -phenylethylamine

The rigidification of the dopamine molecule led to a number of dopamine receptor agonists in which the dopamine molecule, with its phenylethylamine moiety, is readily recognisable. In these dopamine agonists the amine moiety is either a part of a cyclic system, e.g. benzo[/]quinolines, naphthoxazines, and benzopyranoxazines, or an exocyclic amine, e.g. 2-aminotetralins and 2-aminoindans (Chart 1.5). 

Baumgarten and Petersen developed a general method for the synthesis of a-amino ketones illustrated by the conversion of a-phenylethylamine into phenacyl-amine. The conversion of the N,N-dichloroamine (1) into the cyclic intermediate... 

MAOs are mitochondrial flavoproteins containing one covalently bound FAD cofactor. Two isozymes, termed as MAO-A and MAO-B, are known for the MAO enzyme family. They catalyze the oxidative deamination of structurally diverse amines including neurotransmitters dopamine, norepinephrine, serotonin, tyramine, and 2-phenylethylamine, and some drugs and xenobiotics that contain cyclic and acyclic alkylamine functional groups [67, 68]. The MAO reaction cycle involves two half reactions, as shown in equations 1.3a and 1.3c ... 

Fujita and co-workers reported N-heterocyclisation of primary amines and diols to afford cyclic amines under relatively mild conditions (90-110 °C), compared to the Ru catalyst RuCl2(PPh3), using the Ir catalyst [Cp IrCl2]2. The reaction was accelerated by using a base phenylethylamine, octylamine, and aniline were found to be suitable substrates in the reaction (Scheme 12.45). 

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