
%0 Journal Article
%A Collins, DJ 
%A Rowley, LE 
%A Swan, JM 
%T Organophosphorus compounds. XII. A new synthesis of phosphindolines and phosphindoles
%J Australian Journal of Chemistry
%D 1974/04/01
%V 27
%N 4
%P 831-839
%K 
%R https://doi.org/10.1071/CH9740831
%U https://www.publish.csiro.au/paper/CH9740831 
%X The reaction of 2-phenylethylphosphonous dichloride with zinc chloride at 170º followed by hydrolysis with concentrated hydrochloric acid, and oxidation, gave 72% of 1-hydroxyphosphindoline 1-oxide. Treatment of the derived phosphinic chloride with vinyl magnesium bromide at -40º afforded 1-vinylphosphindoline 1-oxide which underwent addition of dimethylamine to yield 1-(2'-dimethylaminoethyl)phosphindoline 1-oxide. The conversions of 1-chlorophosphindoline 1-oxide into 1-ethyl- and 1-phenyl-phosphindoline 1-oxide are described. Bromination of l-methoxy- phosphindoline 1-oxide with N-bromosuccinimide followed by dehydrobromination afforded 1-methoxyphosphindole 1-oxide. 1-(2'-Dimethylaminoethyl)phosphindoline 1-oxide and the corresponding phosphine sulphide were assayed for analgetic activity. 
