220474-60-2

Upstream product

• 405-99-2 para-fluorostyrene 
• 111184-83-9 N,N-bis<(benzotriazol-1-yl)methyl>benzylamine 
• 1493-23-8 (4-fluorophenyl)lithium 
• 104016-82-2 (3R)-1-benzyl-3-methanesulfonyloxy pyrrolidine 
• 622-79-7 benzyl azide 

Downstream Products

• 231622-39-2 2-{4-[3-(4-fluoro-phenyl)-pyrrolidin-1-yl]-butyl}-1,1-dioxo-1,2-dihydro-1λ⁶-benzo[d]isothiazol-3-one 
• 144620-11-1 3-(4-fluorophenyl)pyrrolidine 

Relevant academic research and scientific papers

Boron insertion into alkyl ether bonds via zinc/nickel tandem catalysis

Mild methods to cleave the carbon-oxygen (C?O) bond in alkyl ethers could simplify chemical syntheses through the elaboration of these robust, readily available precursors. Here we report that dibromoboranes react with alkyl ethers in the presence of a nickel catalyst and zinc reductant to insert boron into the C?O bond. Subsequent reactivity can effect oxygen-to-nitrogen substitution or one-carbon homologation of cyclic ethers and more broadly streamline preparation of bioactive compounds. Mechanistic studies reveal a cleavage-then-rebound pathway via zinc/nickel tandem catalysis.

N-Substituted-3-arylpyrrolidines: Potent and Selective Ligands at Serotonin 1A Receptor

3-Arylpyrrolidines are synthesized through the coupling of N-benzyl-3-(methanesulfonyloxy)pyrrolidine with diarylcuprates. Pharmacological evaluation of a series of N-substituted-3-arylpyrrolidines toward several neurotransmitter receptors indicated that some of them are good ligands for serotonin 1A receptor. Particularly, N-pyrrolidines were found to be potent and selective ligands. A preliminary biological evaluation for several selected compounds indicated that they are potentially effective antianxiety and antidepressant agents.

Synthesis of 3-arylpyrrolidines by cycloadditions of N,N-bis(benzotriazolylmethyl)amines to styrenes

A novel synthesis of 3-arylpyrrolidines (3a-m) via the cycloaddition of bis-benzotriazole derivatives to styrenes is described.