14960-81-7

Upstream product

• 4630-20-0 3-Methyl-9H-carbazole 
• 4532-33-6 1-methoxy-3-methylcarbazole 
• 14961-29-6 3-methyl-1,2,3,4-tetrahydro-9H-carbazole-1-one 
• 23523-94-6 1-methoxy-3-methoxycarbonyl-9H-carbazole 
• 29578-83-4 3-bromo-5-methoxytoluene 
• 796061-07-9 4-methyl-N-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzenesulfonamide 
• 1015760-82-3 (E)-N-(2-(3-oxobut-1-en-1-yl)phenyl)benzenesulfonamide 
• 151721-32-3 N-benzenesulfonyl-o-aminobenzaldehyde 
• 74204-00-5 3-bromo-5-methylphenol 
• 100-63-0 phenylhydrazine 
• 6933-54-6 3-methyl-2,3,4,9-tetrahydro-1H-carbazole 
• 103763-38-8 4,5-dihydro-3-indol-2-ylcarbonyl-4-methylfuran-2-one 
• 103763-41-3 4-hydroxy-1-indol-2-yl-3-methylbutan-1-one 
• 103763-45-7 1-indol-2-yl-3-methylbutane-1,4-dione 

Downstream Products

• 100108-66-5 murrayaquinone A 
• 155519-86-1 bismurrayaquinone A 
• 4532-33-6 1-methoxy-3-methylcarbazole 

Relevant academic research and scientific papers

A short divergent approach to highly substituted carbazoles and β-carbolines via in situ-generated diketoindoles

Based on an aza-alkylation/Michael addition cascade reaction developed by Kim and co-workers we have developed divergent cascade reactions leading to either highly substituted 1-hydroxycarbazoles, 3-hydroxycarbazoles or β-carbolines, starting from readily

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

Divergent Syntheses of Carbazole Alkaloids

Starting from common intermediate methyl 1-hydroxy-9 H -carbazole-3-carboxylate, synthetic routes toward murrayaquinone A, olivacine, and N -methylcalothrixin B were developed.

Iodine-catalyzed aromatization of tetrahydrocarbazoles and its utility in the synthesis of glycozoline and murrayafoline A: A combined experimental and computational investigation

A new protocol for the aromatization of tetrahydrocarbazoles has been achieved using a catalytic amount of iodine, giving high yields. The role of iodine in the aromatization has been explained by DFT, and its wide scope is extended to the total synthesis of glycozoline and murrayafoline A. This method has proven to be tolerant of a broad range of functional groups. This journal is the Partner Organisations 2014.

Synthesis of substituted carbazoles and β-carbolines by cyclization of diketoindole derivatives

A new route to substituted β-carbolines and carbazoles is described. Diketoindole intermediates, prepared by Friedel-Crafts acylations of 3-substituted indoles, have been converted to 3-hydroxycarbazoles and β-carbolines in good yields, 51-96% and 82-97%, respectively. This method also allows for the formation of 4-substituted β-carbolines. The application of this methodology to the synthesis of the natural products hyellazole and 6-chlorohyellazole is also described.

Synthesis of optically pure Clausenamine-A and its demethoxylated analogs

The first total synthesis of Clausenamine-A (3) was developed involving the Suzuki cross-coupling and oxidative coupling reaction. The synthesis of its demethoxylated analogs 1 and 2 were also reported. Resolution of (+)-1, (+)-2, (+)-3 and (-)-1, (-)-2, (-)-3 were performed via their corresponding camphorsulfonates of the racemates. The absolute configurations of (+)-1, (+)-2, (+)-3 and (-)-1, (-)-2, (-)-3 were assigned as (aR) and (aS), respectively, by X-ray analysis and their CD spectrum. The primarily cytotoxic activities of these biscarbazoles against Plasmodium falciparum were briefly described. (C) 2000 Elsevier Science Ltd.

The first synthesis of optically pure biscarbazoles and determination of their absolute configurations

Optically pure dimeric O-demethylmurrayafoline A (1) and its 6,6'- dimethoxyl analog 2 were synthesized via the resolution of their corresponding camphorsulfonates of the racemates. The absolute configurations of (+)-1, (+)-2 and (-)-1, (-)-2 were assigne

Synthesis of mukonine and seven further 1-oxygenated carbazole alkaloids

As an intermediate in the synthesis of seven further 1-oxygenated 3- C1-substituted carbazole alkaloids, mukonine (1) was synthesized in 46% overall yield, starting from indole-3-carbaldehyde (12) with a Horner-Emmons reaction as the crucial st

New syntheses of murrayafoline-A and murrayaquinone-A via Fischer indolization of 2-sulfonyloxyphenylhydrazone (Fischer indolization and its related compounds. Part 29)

Two carbazole alkaloids, murrayafoline-A (4a) and murrayaquinone-A (4b), were synthesized from 1, 2, 3, 4-tetrahydro-8-methanesulfonyloxy-6- methylcarbazole (8) prepared in the application of Fischer indolization of 2- sulfonyloxyphenylhydrazone.

DIMERIC MURRAYAFOLINE A, A POTENTIAL BIS-CARBAZOLE ALKALOID: 'BIOMIMETIC' SYNTHESIS, ATROPOISOMER SEPARATION, AND ANTIMALARIAL ACTIVITY

The first total synthesis of a (potential) dimeric carbazole alkaloid is described.After an improved preparation of the monomeric building block, 'biomimetic dimerization' by oxidative phenolic coupling was best achieved with di-tert-butyl peroxide in chlorobenzene, leading to a highly selective formation of the 2,2'-coupled 'dimer', the parent framework of several naturally occurring dimeric carbazole alkaloids.For the atropoenantiomer analysis, a chromatographic procedure on chiral phase was developed.Both the mono- and the dimeric phenolic carbazoles displayed in vitro antimalarial activity against Plasmodium falciparum.