N-(α-Aminoalkyl)benzotriazoles: Novel “Nonstabilized” α-Aminocarbanion Synthons
The Journal of Organic Chemistry1997Vol. 62(12), pp. 4121–4124
Citations Over TimeTop 10% of 1997 papers
Abstract
C−Benzotriazole bonds were selectively transformed to give the corresponding α-aminocarbanions when N-(α-aminoalkyl)benzotriazoles were reacted with either Li/LiBr or SmI2 in the presence of representative electrophiles. The ranges of applicability of the two reagents complement each other, and together the two protocols provide a general route from readily available crystalline starting materials to a variety of “nonstabilized” α-aminocarbanions that can be trapped in moderate to good yields.
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