4.4 Article

Synthesis of (2-Nitro-1-AfAlemphenylethyl)malononitriles by Michael Addition of Masked Acyl Cyanides to Nitroalkenes

Journal

SYNLETT
Volume -, Issue -, Pages -

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0041-1738437

Keywords

Umpolung; masked acyl cyanides; nitroalkenes; Michael addition reaction; malononitriles; asymmetric catalysis

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A highly efficient method has been developed for the synthesis of (2-nitro-1-phenylethyl)malononitriles through a Michael addition reaction. The reaction takes place with excellent yields (90-98%) under mild conditions, providing a scalable approach to a series of the title compounds. An asymmetric version of the reaction has also been briefly explored.
A highly efficient method has been developed for the synthesis of (2-nitro-1-phenylethyl)malononitriles through a Michael addition reaction between substituted nitroolefins and masked acyl cyanide reagents, serving as carbon monoxide equivalents. Under mild conditions, the reaction took place with excellent yields (90-98%), providing a short entry into a series of the title compounds in a scalable fashion. An asymmetric version of this reaction has also been briefly explored.

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