L. Deady, Clare L. Smith
Jun 1, 2001
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Journal
Australian Journal of Chemistry
Abstract
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.