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Scheme 11 |
The other important reaction is the deoxygenation of carbonyl compound via tosyl hydrazone formation (Scheme 12). It can reduce tosyl hydrazone to the corresponding hydrocarbon.
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Scheme 12 |
It is also useful for the reductive alkylation of amines. For example, dimethylamino derivative can be prepared from the amine by treatment with HCHO and NaBH3CN, even in the presence of functional groups such as the conjugated ketones and the ester. Furthermore, the selectivity for the example shown in Scheme 13 is the major advantage in using NaBH3CN rather than other reducing agents.
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Scheme 13 |