72128-68-8

Upstream product

• 20038-12-4 4-bromo-2-methylbut-1-ene 
• 170646-96-5 N-methoxy-N-methyl-3-phenylpropionamide 
• 103-25-3 3-phenylpropanoic acid methyl ester 
• 557-93-7 2-bromoprop-1-ene 
• 136068-05-8 1-(2-phenylethyl)cyclopropanol 
• 103-63-9 1-phenyl-2-bromoethane 
• 501-52-0 3-Phenylpropionic acid 

Downstream Products

• 646039-20-5 6-methyl-1-phenylhept-6-en-3-one O-methoxyacetyloxime 
• 1024596-41-5 6-methyl-1-phenylhept-6-en-3-one oxime 

Relevant academic research and scientific papers

Ti(O iPr)4-Enabled Dual Photoredox and Nickel-Catalyzed Arylation and Alkenylation of Cyclopropanols

Readily available from esters or ketones, cyclopropanols are inclined to undergo diverse ring-opening transformations. Their one-electron oxidation is a conventional way to β-carbonyl radicals. However, despite this fact, their application as a coupling partner in dual photoredox and nickel-catalyzed reactions with organic halides remains underdeveloped. Here, we report that the Ti(OiPr)4 additive enables this elusive cross-coupling with aryl and alkenyl bromides leading to β-substituted ketones.

Stereoselection in Intramolecular Diels-Alder Reactions of 2-Cyano-1-azadienes: Indolizidine and Quinolizidine Synthesis

Progress toward understanding the scope and diastereoselectivity of intramolecular Diels-Alder reactions using 2-cyano-1-azadienes is described herein. The resulting cyanoenamine products are underutilized intermediates in organic synthesis. Assembly of the Diels-Alder precursors was achieved using an improved imine condensation/oxidative cyanation protocol. By this method, several highly substituted indolizidine and quinolizidine architectures were constructed. Quantum mechanical DFT calculations at the B3LYP/6-31+G(d) level of theory were performed for these cyclizations and provide insights into the origins of the observed diastereoselectivities.

Synthesis of Quinolines and 2H-Dihydropyrroles by Nucleophilic Substitution at the Nitrogen Atom of Oxime Derivatives

Isomerization of oxime derivatives was researched in detail to find out the methods for the syn-anti isomerization of O-substituted oximes. Based on these findings were developed simple methods for the preparation of aza-heterocycles from both stereoisomers of oximes. Quinolines were synthesized from β-aryl ketone oximes by treatment with trifluoroacetic anhydride and 4-chloranil. γ,δ-Unsaturated O-methoxyacetyloximes were transformed to 2H-dihydropyrroles by reaction with methoxy-acetic acid.