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Abstract : The interaction of isocyanides with acyl chlorides was first reported by Nef in 1892. The resulting α-keto imidoyl chlorides may be hydrolyzed to form α-keto amides. Relatively few data are available on this reaction and the chemistry of α-keto imidoyl chlorides has been largely underestimated until some recent uses in intra- and intermolecular couplings with a variety of nucleophiles. The present review brings a comprehensive presentation of the Nef reaction of isocyanides focusing on mechanism and regioselectivity issues.
https://hal-polytechnique.archives-ouvertes.fr/hal-01015399 Contributor : Denis RouraConnect in order to contact the contributor Submitted on : Thursday, June 26, 2014 - 1:58:42 PM Last modification on : Wednesday, April 13, 2022 - 4:04:01 PM
Fabio La Spisa, Gian Cesare Tron, Laurent El Kaim. The Nef Reaction of Isocyanides. SYNTHESIS, Georg Thieme Verlag, 2014, 46 (7), pp.829-841. ⟨10.1055/s-0033-1338596⟩. ⟨hal-01015399⟩