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Title

Uncatalyzed Strecker-Type Reaction of N,N-Dialkylhydrazones in Pure Water

AuthorsMarqués-López, Eugenia ; Herrera, Raquel P.; Fernández, Rosario; Lassaletta, José M.
KeywordsSynthetic methods
Hydrazones
Nucleophilic addition
Water
Hydrazino nitriles
Issue Date3-Jun-2008
PublisherWiley-VCH
CitationEuropean Journal of Organic Chemistry (20): 3457-3460 (2008)
AbstractAldehyde and ketone N,N-dialkylhydrazones behave as a stable class of imine surrogates exhibiting a unique reactivity in the Strecker reaction with in situ generated HCN, that proceeds in pure water in the absence of co-solvents, catalysts or promoters. Experimental evidence suggests that the reaction is assisted by an intramolecular activation of HCN by the dialkyl amino lone pair.
Description4 páginas, 2 tablas, 3 esquemas.
Publisher version (URL)http://dx.doi.org/10.1002/ejoc.200800297
URIhttp://hdl.handle.net/10261/37218
DOI10.1002/ejoc.200800297
ISSN1434-193X
E-ISSN1099-0690
Appears in Collections:(IIQ) Artículos
(ICMA) Artículos
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