52249-51-1

Upstream product

• 1323154-05-7 2-(2-(2-phenyl-1,3-dioxolan-2-yl)ethyl)quinoline 
• 3418-21-1 2-(bromomethyl)-2-phenyl-1,3-dioxolane 
• 70-11-1 α-bromoacetophenone 
• 91-22-5 quinoline 
• 29526-96-3 1-phenylcyclopropan-1-ol 
• 5470-96-2 quinoline 2-carbaldehyde 
• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 
• 119118-42-2 (E)-1-phenyl-3-(quinolin-2-yl)prop-2-en-1-one 
• 93-58-3 benzoic acid methyl ester 

Downstream Products

• 1323153-81-6 (1S,3aS)-1-phenyl-1,2,3,3a,4,5-hexahydropyrrolo[1,2-a]quinoline 

Relevant academic research and scientific papers

Metal-Free Direct C–H β-Carbonyl Alkylation of Heteroarenes with Cyclopropanols Mediated by K2S2O8

Direct C–H β-carbonyl alkylation of heteroarenes under metal-, acid- and photo-catalyst free conditions has been achieved. A wide scope of substrates, such as various substituted quinolines and isoquinolines, pyridines, pyridazine, benzo[d]thiazole and phenanthroline, underwent the β-carbonyl alkylation efficiently via K2S2O8-mediated ring-opening of cyclopropanols. The corresponding β-heteroarylated ketones were obtained in moderate to excellent yields and gram-scale experiments further demonstrated the practicality of this synthetic protocol. The readily available reagents, mild and environmentally benign conditions make the method extremely attractive. The reaction mechanism is also proposed.

Rapid Construction of Structurally Diverse Quinolizidines, Indolizidines, and Their Analogues via Ruthenium-Catalyzed Asymmetric Cascade Hydrogenation/Reductive Amination

A rapid construction of enantioenriched benzo-fused quinolizidines, indolizidines, and their analogues by ruthenium-catalyzed asymmetric cascade hydrogenation/reductive amination of quinolinyl- and quinoxalinyl-containing ketones has been developed. This

Silver-catalyzed C2-selective direct alkylation of heteroarenes with tertiary cycloalkanols

A silver-catalyzed regioselective C2-alkylation of heteroarenes with tertiary cycloalkanols under radical conditions was developed. This tandem process, which includes selective C-H activation, C(sp3)-C(sp3) bond cleavage, and C(sp3)-C(sp2) bond formation, affords a novel and environmentally friendly approach for the production of carbonyl-containing alkyl-substituted heteroarenes with moderate to good yields.

Enantioselective synthesis of quinolizidines and indolizidines via a catalytic asymmetric hydrogenation cascade

A catalytic enantioselective synthesis of a new class of quinolizidines and indolizidines is presented. An asymmetric Bronsted acid catalyzed hydrogenation cascade as well as a sequential Bronsted acid/metal catalyzed hydrogenation protocol of 2-substituted quinolines yields benzofused quinolizidines and indolizidines in good yields with high diastereo- and enantioselectivities. Georg Thieme Verlag Stuttgart - New York.