Rapid Aqueous Borohydride Reduction of Carbonyls Under Sealed-Tube Microwave Conditions
- 26 March 2012
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 42 (13) , 1979-1986
Abstract
Ketones and aldehydes are conveniently and rapidly reduced to the corresponding alcohols in good yields using sodium borohydride under sealed-tube microwave conditions in either 95% ethanol or water. In purely aqueous systems, highly aliphatic substrates are sluggish, but this can be overcome by introducing sodium dodecyl sulfate (SDS) at the critical micelle concentration. With a 2:1 substrate/borohydride ratio and a reaction temperature of 100 °C, reduction is typically complete within 1 min in 95% ethanol and 5 min in water/SDS. The methodology is well suited for parallel and combinatorial synthetic approaches.Keywords
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