- Reduction of Oximes and Aliphatic Nitro Compounds to Imines for Further in situ Reactions: A Novel Synthesis of Pyrroles and Pyrrolin-2-ones
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Tributhylphosphine-diphenyl disulphide is a self-drying reagent capable of reducing ketoximes and secondary aliphatic nitro compounds to the corresponding imines under strictly anhydrous conditions at room temperature.The imine may be hydrolysed to a ketone, acetylated to give an enamide, reduced to an amine , or captured by hydrogen cyanide to produce an α-amino nitrile.In the case of 1,4-nitro ketones or esters, intramolecular cyclisation leads to pyrroles or pyrrolin-2-ones.Aldoximes and primary nitro compounds are converted into nitriles by the reagent.Hydroxamic acids are reduced to the corresponding amides.
- Barton, Derek H. R.,Motherwell, William B.,Simon, Ethan S.,Zard, Samir Z.
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p. 2243 - 2252
(2007/10/02)
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- A MILD REDUCTION OF ALIPHATIC NITRO COMPOUNDS TO IMINES FOR FURTHER IN SITU REACTIONS : A SIMPLE SYNTHESIS OF PYRROLES
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Tributylphosphine-diphenyldisulphide reduces nitroalkanes to imines which can be trapped intramolecularly to give pyrroles.
- Barton, Derek H. R.,Motherwell, William B.,Zard, Samir Z.
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p. 3707 - 3710
(2007/10/02)
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