
%0 Journal Article
%A Deady, Leslie W. 
%A Smith, Clare L. 
%T The Preparation of Substituted Isochromans and 1,2,3,4-Tetrahydroisoquinolines by Reduction of Unsaturated Precursors
%J Australian Journal of Chemistry
%D 2001/08/01
%V 54
%N 2
%P 135-139
%K 
%R https://doi.org/10.1071/CH01015
%U https://www.publish.csiro.au/paper/CH01015 
%X The reduction of 1-acetylamino-3-methylisochromene-4-carbonitrile and an N-butyl-1,2-dihydroisoquinoline analogue with sodium borohydride and sodium cyanoborohydride in ethanol and carboxylic acid media are reported. Ready reduction at the 1-position occurred, followed by further reductive loss of the acetylamino group so formed. The ease of reduction of the 3,4-double bond was different for the O- and N-series but conditions were established for preparation of the fully reduced species. Sodium borohydride with cobalt chloride in methanol was effective at reducing the cyano function. Manuscript received: 26 February 2001. 
