
TY  - JOUR
A1  - Deady, Leslie W. 
A1  - Smith, Clare L. 
T1  - The Preparation of Substituted Isochromans and 1,2,3,4-Tetrahydroisoquinolines by Reduction of Unsaturated Precursors
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 2001
VL  - 54
IS  - 2
SP  - 135
EP  - 139
KW  - 
UR  - https://doi.org/10.1071/CH01015 
N2  - 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. 
ER  -

