title: Cyanoalkylation: Alkylnitriles in Catalytic C-C Bond-Forming Reactions.
abstract: Alkylnitriles are one of the most ubiquitous nitrogen-containing chemicals and are widely employed in reactions which result in nitrile-group conversion into other functionalities. Nevertheless, their use as carbon pronucleophiles in carbon-carbon bond-forming reactions has been hampered by difficulties associated mainly with the catalytic generation of active species, that is, α-cyano carbanions or metalated nitriles. Recent investigations have addressed this challenge and have resulted in different modes of alkylnitrile activation. This review illustrates these findings, which have set the foundation for the development of practical and conceptually new catalytic, direct cyanoalkylation methodologies.
authors.affiliation: Departamento de Química Orgánica I, Facultad de Química, Universidad del País Vasco (UPV-EHU), Apdo. 1022, 20080 San Sebastián (Spain).
authors.forename: Rosa
authors.initials: R
authors.lastname: López
authors.affiliation: Departamento de Química Orgánica I, Facultad de Química, Universidad del País Vasco (UPV-EHU), Apdo. 1022, 20080 San Sebastián (Spain). claudio.palomo@ehu.es.
authors.forename: Claudio
authors.initials: C
authors.lastname: Palomo
mesh_terms: D000478:Alkylation; D002384:Catalysis; D015394:Molecular Structure; D009570:Nitriles / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D009570:Nitriles
keywords: alkylation; asymmetric catalysis; carbanions; nitriles; synthetic methods