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Article Dans Une Revue Tetrahedron Année : 2014

Iron-catalyzed benzamide formation. Application to the synthesis of moclobemide.

Résumé

A convenient and user-friendly method to yield benzamides from primary and secondary amines and various benzylic alcohols in the presence of a cheap iron salt (FeCl2$4H2O) and tert-butylhydroperoxide (70% in water) as a stoichiometric oxidant is described. Control experiments indicated that this reaction might involve radical species. This method proved to be general, generating a family of 30 benzamides and was applied to the preparative synthesis of anti-anxiety drug moclobemide.
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Dates et versions

hal-01015316 , version 1 (03-03-2021)

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Xavier Bantreil, Nasreddine Kanfar, Nicolas Gehin, Ethan Golliard, Pauline Ohlmann, et al.. Iron-catalyzed benzamide formation. Application to the synthesis of moclobemide.. Tetrahedron, 2014, 70 (34), pp.5093-5099. ⟨10.1016/j.tet.2014.06.001⟩. ⟨hal-01015316⟩
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