Indolyl alkylamines

Many compounds, belonging to different chemical classes, such as indolyl-alkylamines, 3-tetrahydropyridylindoles, ergolines, arylpiperazines and aryloxy-propanolamines, display affinity for the rodent 5-HTig receptors (for reviews see [1-4]). Unfortunately most of these ligands are non-selective. The first selective 5-HTib ligand CP 93,129 was published by [5], nine years after the discovery of the... 

Soviet workers continued to support the idea that aminothlols.indolyl-alkylamines (and consequent anoxia)and even hypothermia all protect because of a marked increase of endogenous thiol concentration in sensitive organs. 

Enantioselective Friedel-Crafts reaction of indole with electron-rich alkenes by means of 21e furnished 1-indolyl-l-alkylamines, which are of pharmaceutical and biological importance, with excellent enantioselectivity (Equation 10.40) [84],... 

Despite their scarcity, asyrmnetric additions to electron-rich alkenes have also appeared in the literature. For example, Terada and coworkers [48a] reported the first enantioselective Friedel-Crafts reaction of enecarbamates 141 catalyzed by (R)-BINOL-derived monophosphoric acid 142 [49] (Scheme 10.28). This method provided an efficient access to highly enantioenriched 1-indolyl-l-alkylamine derivatives that have pharmaceutical and biological importance. Notably, the geometric isomers 141(Z) and 141( ) afforded the optical active amine 143 with the almost same... 

Terada et al. employed enecarbamate as the precursor of iminium salt, which was trapped enantioselectively by indole (Scheme 2.94) [167]. The phosphoric acid (41e) activated electron rich alkene in place of imine to give 1-indolyl-l-alkylamine derivatives of pharmaceutical and biological importance in an optically pure manner. 

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