The successful application of a mechanochemical activation strategy that employs high‐speed ball milling (HSBM) conditions for isocyanide‐based multicomponent reactions (IMCRs) was developed. The syntheses of valuable Ugi (by a liquid‐assisted grinding process) and Passerini (under solvent‐free conditions) adducts were achieved by using this method. The protocol disclosed herein allows for the modular synthesis of various compounds according to green chemistry principles, specifically, environmentally friendly conditions, high atom economy, and the absence of toxic byproducts.
A practical two-step synthesis of 2,3-dihydropyrroles from Ugi 4-CR/propargyl adducts is presented. The protocol includes a base-mediated formation of an allenamide functional group and an in situ metal-free formal 5-endo cycloisomerization that occurs in a highly regioselective manner at the allenamide C-γ.
The development of an efficient method
for the synthesis of polysubstituted
isoindolinones from 1,3-dicarbonyl Ugi-4CR adducts, employing an aromatic
radical cyclization process promoted by tetrabutylammonium persulfate
and 2,2,6,6-tetramethyl-1-piperidine 1-oxyl (TEMPO), is described.
The protocol allowed the construction of a library of isoindolinones
bearing a congested carbon in good to excellent yields under mild
conditions and in short reaction times.
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