Recent methodologies mediated by sodium borohydride in the reduction of different classes of compounds

Abstract

Reduction is a fundamental transformation in organic synthesis. Since its discovery by Brown and co-workers, sodium borohydride is the most frequently hydride used in reduction processes. Owing to the importance of this reagent in modern organic synthesis, the aim of this review is to highlight recent methodologies (2000-2006) mediated by sodium borohydride in the reduction of different classes of compounds. REDUCTION OF ALDEHYDES AND KETONESChadha and Kumar have developed a simple and efficient one-pot reaction for reduction and transesterification of β-keto esters, 1, under mild conditions to produce the

Reduction of Nitroarenes via Catalytic Transfer Hydrogenation Using Formic Acid as Hydrogen Source: A Comprehensive Review

“…The hydrazine hydrate, that is a toxic and hazardous reagent, tends to react with carbonyl moiety such as ketones or aldehydes to form the corresponding hydrazone as well as to reduce the double and triple bonds to simple bonds, which is a limitation for the selective reduction of some nitro‐arenes bearing the mentioned moieties [44] . The BH 4 − anion can reduce easily carbonyl moiety in ketone‐ and aldehyde‐nitroarenes to corresponding alcohols [45a–c] . Whereas the alcohol ( e. g .…”

Tetraamine Me6TREN induced monomerization of alkali metal borohydrides and aluminohydrides

“…[1][2][3] The borohydride derivatives in particular are attractive for such transformations as a consequence of their selectiveness towards certain functionality. In general, the aluminohydrides are much less selective although their selectivity can be improved slightly by for example carrying out reactions in pyridine (py) so that an intermediary solvent separated ion pair complex, [Li(py) 4] + [Al(1,4-dihydro-py)4]¯, [4][5][6] Lansbury's reagent, is generated which is more discerning in its reducing capability (figure 1).…”

Synthesis and characterization of a series of mixed-cation borohydrides of scandium: [ Cat ][Sc(BH 4 ) 4 ], [ Cat ] = [Me 4 N], [ n -Bu 4 N], and [Ph 4 P]

“…While several borohydrides and their derivatives are widely used as reducing agents in industrial and laboratory-scale processes [1,2] the motivation behind the extended study of this group of compounds involves also other potential applications. The most prominent of them is solid-state chemical hydrogen storage in hydrogen-rich borohydrides composed of light elements [3,4,5], which mostly induced the recent expansion of chemistry of these compounds.…”