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Reduction of nitro, amide, carboxylate, ester and nitrile functional groups to -NH2, -CH2NH2, -CH2OH, -CH2OH and -CH2NCHPh, respectively were achieved using NaBH4 or NaBH4/LiCl in diglyme at 125—162 °C. This greatly extends the range of functional group types which can be considered generally reducible by borohydride.
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Yang et al. (1998) studied this question.
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