77507-52-9

Basic information

• Product Name: 3-ethyl-1-(phenylsulfonyl)-1H-indole
• Synonyms: 3-ethyl-1-(phenylsulfonyl)-1H-indole
• CAS NO: 77507-52-9
• Molecular Weight: 285.367
• Mol File: 77507-52-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 3-ethyl-1-(phenylsulfonyl)-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ethyl-1-(phenylsulfonyl)-1H-indole(77507-52-9)
• EPA Substance Registry System: 3-ethyl-1-(phenylsulfonyl)-1H-indole(77507-52-9)

Safety Data

• Hazardous Substances Data: 77507-52-9(Hazardous Substances Data)

Upstream product

• 99655-68-2 3-bromo-1-phenylsulfonyl indole 
• 121963-39-1 2-bromo-1-(phenylsulfonyl)indole 
• 99275-44-2 2-iodo-1-(phenylsulfonyl)-1H-indole 
• 40899-71-6 1-benzenesulfonylindole 
• 98-09-9 benzenesulfonyl chloride 
• 1484-19-1 3-ethyl-1H-indole 
• 121963-42-6 3-acetyl-2-iodo-1-(phenylsulfonyl)indole 
• 99532-45-3 3-acetyl-1-benzenesulfonylindole 
• 108-24-7 acetic anhydride 

Downstream Products

• 108306-75-8 1,3-Dioxo-2-phenyl-10-phenylsulfonyl-1,2,3,3a,4,5,10,10b-octahydropyrrolo<3,4-a>carbazole 
• 108306-76-9 1,4-Dioxo-11-phenylsulfonyl-1,4,4a,5,6,11b-hexahydro-11H-benzocarbazole 
• 82980-12-9 3-ethenyl-1-phenylsulfonyl-1H-indole 
• 92470-57-0 endo-N-Phenyl-1,4-epoxy-1,4-dimethyl-1,2,3,4-tetrahydro-5-(phenylsulfonyl)-2,3-carbazoledicarboximid 
• 92399-39-8 exo-N-Phenyl-1,4-epoxy-1,4-dimethyl-1,2,3,4-tetrahydro-5-(phenylsulfonyl)-2,3-carbazoledicarboximide 
• 92399-38-7 Dimethyl 1,4-Epoxy-1,4-dimethyl-1,4-dihydro-5-(phenylsulfonyl)-2,3-carbazoledicarboxylate 
• 92399-43-4 6-(Phenylsulfonyl)-5,11-epoxy-5,11-dimethyl-5,11-dihydropyrido<4.3-b>carbazole 
• 92399-44-5 10-(Phenylsulfonyl)-5,11-epoxy-5,11-dimethyl-5,11-dihydropyrido<3.4-b>carbazole 
• 92399-40-1 5-(Phenylsulfonyl)-6,11-epoxy-6,11-dimethyl-6,11-dihydrobenzocarbazole 
• 92399-36-5 1-<1-(Phenylsulfonyl)-2-acetylindol-3-yl>ethanol 
• 77507-60-9 2-[1-(4-Chloro-phenyl)-vinyl]-3-ethyl-1H-indole 
• 77507-59-6 3-Ethyl-2-(1-phenyl-vinyl)-1H-indole 
• 89241-38-3 1,3-dimethyl-4-(phenylsulfonyl)-4H-furo[3,4-b]indole 
• 143774-77-0 N-phenyl-1,4-epoxy-1-methyl-4-phenyl-1,2,3,4-tetrahydro-5-(phenylsulfonyl)-2,3-carbazoledicarboximide 

Relevant articles and documents

Synthesis of bis-4H-furo[3,4-b]indoles

We describe the synthesis of two novel bis-4H-furo[3,4-b]indoles from indole. Several alternative pathways to these potential DNA bis-intercalator precursors are discussed, and the synthesis of a novel semi-rigid tether is reported.

Syntheses and Diels-Alder cycloaddition reactions of 4H-furo[3,4-b]indoles. A regiospecific Diels-Alder synthesis of ellipticine

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A Convenient Synthesis of 3-Acylindoles via Friedel-Crafts Acylation of 1-(Phenylsulfonyl)indole. A New Route to Pyridocarbazole-5,11-quinones and Ellipticine

A Friedel-Crafts acylation of 1-(phenylsulfonyl)indoles (1) with carboxylic acid anhydrides and acid chlorides in the presence of aluminum chloride gives 3-acyl-1-(phenylsulfonyl)indoles (2) in 81-99percent yields.Base hydrolysis converts 2 to 3-acylindoles (3) in 79-96percent yields.The reaction of 1-(phenylsulfonyl)indole (1a) with oxalyl chloride gives acid chloride 2h, which is converted to 3-cyanoindole (7) in three steps (75percent yield).Although a similar Friedel-Crafts alkylation of 1 was unsuccessful, in some cases the 3-acyl-1-(phenylsulfonyl)indoles 2a,e,f could be reduced to 3-alkyl-1-(phenylsulfonyl)indoles 8a,b,c in nearly quantitative yield with sodium borohydride in trifluoroacetic acid.The acid chloride derived from keto acid 9 did not cyclize to the desired pyridocarbazole-5,11-quinone 24 but rather to chloro keto lactam 10.However, acylation of 1a with acid chloride 22 followed by strong-base-mediated cyclization gives 24.Since quinone 24 has been previously converted to the alkaloid ellipticine 26, this route to 24 represents a new synthesis of ellipticine.Related synthetic schemes give rise to quinones 16 and 20.