An improved method for direct conversion of heteroaryl-aldehydes to heteroaryl-acetonitriles

Treatment of heteroaryl-aldehydes with diethyl cyanophosphonate in the presence of a catalytic amount of LiCN affords phosphorylated cyanohydrins which are reduced in situ with SmI 2 to give heteroaryl-acetonitriles in generally good overall yields (50–100%). The generality of the process is demonst...

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Bibliographic Details
Published in:Tetrahedron letters 2003-03, Vol.44 (14), p.2903-2905
Main Authors: Engler, Thomas A., Furness, Kelly, Malhotra, Sushant, Diefenbacher, Clive, Clayton, Joshua R.
Format: Article
Language:English
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Summary:Treatment of heteroaryl-aldehydes with diethyl cyanophosphonate in the presence of a catalytic amount of LiCN affords phosphorylated cyanohydrins which are reduced in situ with SmI 2 to give heteroaryl-acetonitriles in generally good overall yields (50–100%). The generality of the process is demonstrated. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(03)00427-1