The hydroamination of alkynes is a straightforward and atom-economical process for the synthesis of substituted nitrogen-containing alkenes. Herein we report a novel protocol that involves for the first time solvent-free conditions (SolFC) and the use of an organic base, namely 2-tert-butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine (BEMP) to stereoselectively promote the process. The scope of this metal-free protocol has been evaluated through an extensive study that has led to the conclusion that in most cases the yield and stereoselectivity values are very high (14 examples, up to 95% yield, Z/E up to 99%).
A stereoselective organic base-catalyzed protocol for hydroamination of alkynes under solvent-free conditions
Vadym Kozell;Oriana Piermatti;Daniela Lanari;Luigi Vaccaro
2018
Abstract
The hydroamination of alkynes is a straightforward and atom-economical process for the synthesis of substituted nitrogen-containing alkenes. Herein we report a novel protocol that involves for the first time solvent-free conditions (SolFC) and the use of an organic base, namely 2-tert-butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine (BEMP) to stereoselectively promote the process. The scope of this metal-free protocol has been evaluated through an extensive study that has led to the conclusion that in most cases the yield and stereoselectivity values are very high (14 examples, up to 95% yield, Z/E up to 99%).File in questo prodotto:
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