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- Title
Catalytic Hydrocyanation of Activated Terminal Alkynes.
- Authors
Tejedor, David; Delgado‐Hernández, Samuel; Colella, Lucía; García‐Tellado, Fernando
- Abstract
A universal, practical and scalable organocatalytic hydrocyanation manifold to provide β‐substituted acrylonitriles bearing an electron‐withdrawing functionality has been implemented. The catalytic manifold operates under the reactivity generation principle "a good nucleophile generates a strong base", and it uses 1,4‐diazabicyclo[2.2.2]octane (DABCO) as the catalyst, activated terminal alkynes as substrates and acetone cyanohydrin as the cyanide source. The acrylonitriles obtained as E,Z mixtures are straightforwardly resolved by simple flash chromatography delivering the pure isomers in preparative amounts.
- Subjects
ALKYNES; ACRYLONITRILE; ISOMERS; CYANIDES; MANIFOLDS (Mathematics); ACETONE
- Publication
Chemistry - A European Journal, 2019, Vol 25, Issue 66, p15046
- ISSN
0947-6539
- Publication type
Academic Journal
- DOI
10.1002/chem.201903402