A facile one-pot synthesis of acyclic β-enamino ketones, an important class of versatile synthetic intermediates |
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| Authors: | Anusuya Choudhury Michael Breslav Tong Xiao Kirk L Sorgi |
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| Institution: | a Chemical Development, Johnson & Johnson Pharmaceutical Research & Development, L.L.C. 1000 Route 202 Raritan, NJ 08869, USA
b Analytical Development, Johnson & Johnson Pharmaceutical Research & Development, L.L.C. Welsh & McKean Roads, PA 19477, USA |
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| Abstract: | A one-pot sequential process consisting of nucleophilic substitution of the lithiated acetylides with Weinreb amides followed by a Michael reaction of the extruded N-methoxy-N-methylamine after quenching with saturated NH4Cl, provided β-enamino ketones in high yield and in a single geometrical isomeric form. It has been demonstrated that this method is applicable to a wide variety of such amides and to different acetylides. |
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| Keywords: | β-Enamino ketones Weinreb amide |
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