A facile synthesis of substituted indenones and piperidine-2,6-diones from the Baylis-Hillman acetates

Baylis-Hillman acetates were conveniently transformed into substituted indenone and piperidine-2,6-dione frameworks by treatment with (di)phenylacetonitrile followed by Friedel-Crafts cyclization or imide formation

A simple protocol for the synthesis of a piperidine-2,6-dione framework from Baylis-Hillman adducts

3-Hydroxy-2-methylenealkanenitriles, the Baylis-Hillman alcohols, derived from various aldehydes and acrylonitrile, have been conveniently transformed into 3-arylidene(or alkylidene)piperidine-2,6-diones in an operationally simple one-pot multi-step process involving Johnson-Claisen (J-C) rearrangement, partial hydrolysis, and cyclization. Rearranged Baylis-Hillman alcohols, (E)-2-hydroxymethyl-3-arylprop-2-enenitriles, have been converted into 4-aryl-3-methylidenepiperidine-2,6-diones in a similar reaction sequence. 4-Aryl-3,5-dimethylidenepiperidine-2,6-dione derivatives have been synthesized from Baylis-Hillman compounds, 3-aryl-4-cyano-2-methoxycarbonylpenta-1,4-dienes, obtained via the Baylis-Hillman reaction of methyl (2Z)-2-(bromomethyl)-3-arylprop-2-enoates with acrylonitrile, in a one-pot process

The Baylis-Hillman adducts as valuable source for one-pot multi-step synthesis: a facile synthesis of substituted piperidin-2-ones

A facile, convenient, and one-pot multi-step synthesis of substituted piperidin-2-ones from the Baylis-Hillman alcohols derived from various aldehydes and acrylonitrile, involving Johnson-Claisen rearrangement, reduction of an α, β-unsaturated nitrile moiety into the saturated amine-skeleton, followed by cyclization, in an operationally simple procedure, is described