We have succeeded in the visible light-mediated synthetic use of α-aminoalkyl radicals derived from α-silyl secondary amines toward addition to α,β-unsaturated carbonyl compounds. The resulting γ-aminocarbonyl compounds are converted into γ-lactams and pyrroles in a one-pot process.

An enantioselective β-carbon amination for enals is disclosed. The nitrogen atom from a protected hydrazine with suitable electronic properties readily behaves as a nucleophile. Addition of the nitrogen nucleophile to a catalytically generated N-heterocyclic-carbene-bound α,β-unsaturated acyl azolium intermediate constructs a new carbon-nitrogen bond asymmetrically. The pyrazolidinone products ...

Hybrid catalysts: The high catalytic activity performance, stability and recyclability of “pyrrolidine type” fragments included in mesoporous silica for the preparation α,β-unsaturated compounds through base-catalyzed reactions such as Knoevenagel, Claisen-Schmidt Henry under microwave irradiation, contributing to development sustainable process, was reported.

Herein, we describe the concise synthesis of 2,6-cis-substituted tetrahydropyran derivatives based on a domino olefin cross-metathesis/intramolecular oxa-conjugate cyclization (CM/IOCC) reaction. We have found that the domino CM/IOCC of δ-hydroxy olefins with α,β-unsaturated carbonyl compounds (e.g., trans-crotonaldehyde or N-acryloyl-2,5-dimethylpyrrole) could be efficiently achieved in the pr...

condensation of aromatic aldehydes with benzoyl acetone under specified conditions yieldedtwo series of polycarbonyl compounds in which the keto group is attached to olefinic linkage.spectral and analytical data revealed the formation of an unsaturated triketone from pyridine-3-carbaldehyde and unsaturated diketone from furfural, salicylaldehyde and 2-hydroxynaphthaldehyde. analytical, ir, 1h n...

Abstract: A reusable PdCl2(NH3)2/cationic 2,2′-bipyridyl system was used to catalyze the double Mizoroki-Heck reaction of aryl iodides with electron-deficient alkenes in water in the absence of inert gas, giving β,β-diarylated carbonyl derivatives in good to excellent yields. The formation of unsymmetrical β,β-diarylated alkenes were also studied by coupling aryl iodides with the corresponding ...

The addition of bis(pinacolato)diboron [(Me4C2O2)B-B(O2C2Me4)] to α,β-unsaturated carbonyl compounds giving β-boryl carbonyl compounds and the addition to terminal alkynes yielding either 2-boryl-1-alkenes or 1-boryl-1-alkenes were carried out in DMF at room temperature in the presence of CuCl and AcOK. The transmetalation between diboron and [Cu(Cl)OAc]K generating a borylcopper species was pr...

The presence of a p-nitrophenyl group converts acetone into an excellent and versatile nucleophile in organocatalytic processes, able to react with α,β-unsaturated aldehydes affording β-substituted α-arylcyclohexenones via a Michael reaction/aldol reaction/dehydration sequence, which occurs in good yields, ee up to 96% and complete diastereoselectivity. The resulting compounds are excellent syn...