168419-70-3

Upstream product

• 14960-81-7 1-hydroxy-3-methyl-9H-carbazole 
• 1351594-95-0 C₂₆H₂₀N₂O₄ 
• 62-53-3 aniline 
• 95-51-2 o-chloroaniline 
• 74204-00-5 3-bromo-5-methylphenol 
• 796061-07-9 4-methyl-N-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzenesulfonamide 
• 29578-83-4 3-bromo-5-methoxytoluene 
• 162119-00-8 1,1'-dihydroxy-3,3'-dimethyl-2,2'-biscarbazole 

Relevant academic research and scientific papers

Bismurrayaquinone A: Synthesis, Chromatographic Enantiomer Resolution, and Stereoanalysis by Computational and Experimental CD Investigations

The first total synthesis of a naturally occurring dimeric carbazole alkaloid, bismurrayaquinone A (4), is described, by oxidation of dimeric O-demethylmurrayafoline A, a still hypothetic natural product recently synthesized.By chromatography on a chiral phase, the two atropoenantiomers were separated.The absolute configurations of these two rotational isomers were elucidated by comparison of their calculated spectra with those measured experimentally.

Palladium-Catalyzed Regioselective Synthesis of 1-Hydroxycarbazoles Under Aerobic Conditions

A palladium-catalyzed aerobic C?H amidation of N-Ts-2-amino-3′-hydroxylbiaryls has been developed to afford a diverse range of 1-hydroxycarbazoles with high regioselectivity and efficiency. This protocol benefits from operational simplicity, robustness, a

Enantioselective total synthesis and studies into the configurational stability of bismurrayaquinone A

Lost in rotation: The concise strategy of the first enantioselective total synthesis of bismurrayaquinone A utilized traceless stereochemical exchange to form an enantioenriched biphenyl core that was elaborated in a bidirectional manner to the natural pr

Bromoquinone-enaminone annulations: Syntheses of murrayaquinone-A and (±)-bismurrayaquinone-A

A total synthesis of the carbazolequinone alkaloid, murrayaquinone-A was achieved by an initial annulation of the N-benzyl enamine 8 with 2-methyl-5-bromobenzoquinone 6. Shapiro deoxygenation-olefination followed by heating with DDQ resulted in the exclusive formation of N-benzylmurrayaquinone-A 16. Debenzylation proved very difficult but was finally achieved by heating briefly in trifluoroacetic acid with a catalytic quantity of trifluoromethanesulfonic acid. A single dimeric annulation side product was also formed in the annulation reaction. By using the same synthetic sequence as was employed in the synthesis of 1, the N,N-bis-p-methoxybenzyl dimer 13 was successfully converted to (±)-bismurrayaquinone-A 5.

Antiplasmodial activity of mono- and dimeric carbazoles

A series of mono- and dimeric natural and structurally modified carbazoles has been tested for activity against Plasmodium falciparum. One of the monomers, the synthetic compound 1,4-diacetoxy-3-methylcarbazole (17), displays the highest activity, with an