The Van Leusen reaction is the reaction of a ketone with TosMIC leading to the formation of a nitrile. It was first described in 1977 by Van Leusen and co-workers.[1] When aldehydes are employed, the Van Leusen reaction is particularly useful to form oxazoles and imidazoles.
drawing of the van leusen reaction
^Van Leusen, Daan; Oldenziel, Otto; Van Leusen, Albert (1977). "Chemistry of sulfonylmethyl isocyanides. 13. A general one-step synthesis of nitriles from ketones using tosylmethyl isocyanide. Introduction of a one-carbon unit". J. Org. Chem.42 (19). American Chemical Society: 3114–3118. doi:10.1021/jo00439a002.
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The VanLeusenreaction is the reaction of a ketone with TosMIC leading to the formation of a nitrile. It was first described in 1977 by VanLeusen and...
dehydration of the related formamide derivative. It is used in the VanLeusenreaction which is used to convert ketones to nitriles or in the preparation...
product. VanLeusenreaction The VanLeusenreaction can also be employed to form imidazoles starting from TosMIC and an aldimine. The VanLeusen Imidazole...
used: Other methods are known including the reaction of α-haloketones and formamide and the VanLeusenreaction with aldehydes and TosMIC. In biomolecules...
hydroxylamine-O-sulfonic acid reacts similarly. In specialised cases the VanLeusenreaction can be used. Biocatalysts such as aliphatic aldoxime dehydratase...
1021/ja0644374. PMID 16953613. B. E. Hoogenboom, O. H. Oldenziel, and A. M. vanLeusen "Toluenesulfonylmethyl isocyanide" Organic Syntheses, Coll. Vol. 6, p...
Chloride". Zhurnal Obshchei Khimii. 23: 84–6. (translated from Russian) VanLeusen, A. M.; Strating, J. (1977). "p-Tolylsulfonyldiazomethane". Org. Synth...
categorize these reactions into nine basic types of indole syntheses: Fischer, Mori, Hemetsberger, Buchwald, Sundberg, Madelung, Nenitzescu, vanLeusen and Kanematsu...
Their experiments were critically examined by archaeologist Martijn VanLeusen who suggested they were badly designed and the authors had redefined the...
Heidelberg, Berlin, Heidelberg, 2009, pp. 87-95. M. A. Neumann, F. J. J. Leusen and J. Kendrick, A Major Advance in Crystal Structure Prediction, Angew...
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