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- W2010597433 abstract "Easily synthesized aldoximes have been converted to the corresponding nitriles under very mild conditions by a simple reaction with 1H-benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (BOP) and DBU in CH2Cl2, THF, or DMF. As an alternative reagent that eliminates the formation of hexamethylphosphoramide as a byproduct, use of 1H-benzotriazol-1-yl-4-methylbenzenesulfonate (Bt-OTs) and DBU was investigated. Reactions with this reagent also proceeded smoothly and in good yields, although in one case N-sulfonylation was observed. An attempt to gain mechanistic insight into the BOP-mediated reaction has been made using 31P{1H} NMR. However, no phosphorus-bearing intermediate could be readily observed. Finally, the method has been applied to the synthesis of an antiviral 4′-cyano adenosine analogue from a commercial precursor using a single saccharide protecting group." @default.
- W2010597433 created "2016-06-24" @default.
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- W2010597433 creator A5043966682 @default.
- W2010597433 date "2009-03-20" @default.
- W2010597433 modified "2023-10-07" @default.
- W2010597433 title "A Simple Synthesis of Nitriles from Aldoximes" @default.
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- W2010597433 doi "https://doi.org/10.1021/jo900100v" @default.
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