Sciencemadness Discussion Board

Ketonitriles

solo - 16-3-2006 at 05:21

A High-Yielding Preparation of -Ketonitriles
Yaohui Ji, William C. Trenkle,* and James V. Vowles
Org. Lett., 8 (6), 1161 -1163, 2006



Abstract:
Ketonitriles are important precursors for a wide variety of biologically active heterocycles. A facile procedure for the high-yielding acylation of nitrile anions with unactivated esters to provide -ketonitriles is reported. The procedure is successful with enolizable and nonenolizable esters as well as hindered nitrile anions.

Note:...."while decyanation provides ketones. (5.).....seems like they used 48% hydrobromic acid, reflux, to remove the CN

Ref: 5. Laufer, S. A.; Zimmermann, W.; Ruff, K. J. J. Med. Chem. 2004, 47, 6311-6325.

http://rapidshare.de/files/15642353/Stefan_A._Laufer__Werner...





[Edited on 16-3-2006 by solo]

Attachment: ketonitriles.pdf (69kB)
This file has been downloaded 1127 times


Madandcrazy - 6-4-2006 at 07:54

Interested thread about nitriles and a variety possibilityes
for heterocyclic ketosynteses. I think easy chemical (acetonitril..) and salt with the -CN group are suitable for
heterocyclic ketosynteses and reactions with esters.