58550-78-0

Basic information

• Product Name: 1H-Indole, 3-(bromomethyl)-1-(phenylsulfonyl)-
• CAS NO: 58550-78-0
• Molecular Formula: C15H12BrNO2S
• Molecular Weight: 350.236
• Mol File: 58550-78-0.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 3-(bromomethyl)-1-(phenylsulfonyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 3-(bromomethyl)-1-(phenylsulfonyl)-(58550-78-0)
• EPA Substance Registry System: 1H-Indole, 3-(bromomethyl)-1-(phenylsulfonyl)-(58550-78-0)

Safety Data

• Hazardous Substances Data: 58550-78-0(Hazardous Substances Data)

Usage

Molecular Structure

1H-Indole, 3-(bromomethyl)-1-(phenylsulfonyl)consists of an indole ring with a bromomethyl group and a phenylsulfonyl group attached.

Indole Ring

A bicyclic heterocyclic compound with a seven-membered aromatic ring and a five-membered nitrogen-containing ring.

Bromomethyl Group

A halogenated alkyl group containing a bromine atom bonded to a carbon atom.

Phenylsulfonyl Group

A sulfonamide compound containing a sulfone, which is a sulfur-oxygen double bond connected to an aromatic ring.

Potential Applications

Pharmaceutical industry as a building block in the synthesis of biologically active compounds.

Use as a Reagent

In organic chemistry for the functionalization and modification of molecules.

Additional Uses

Agricultural and material science research.

Upstream product

• 89241-33-8 1-(phenylsulfonyl)-3-(hydroxymethyl)indole 
• 83-34-1 3-Methylindole 
• 98-09-9 benzenesulfonyl chloride 
• 58550-84-8 N-(phenylsulphonyl)-3-methylindole 

Downstream Products

• 143703-41-7 1-benzenesulfonyl-3-(1H-imidazol-1-ylmethyl)indole 
• 143703-43-9 diethyl <3-(1-benzenesulfonylindolyl)methyl>phosphonate 
• 341506-70-5 1-(phenylsulfonyl)-3-[[2-[(E)-(2,6,6-trimethyl-1-cyclohexenyl)-1-ethenyl]-1,3-dithian-2-yl]-methyl]-1H-indole 
• 143774-63-4 2-acetyl-3-methyl-1-(phenylsulfonyl)indole 
• 180964-42-5 5-Benzenesulfonyl-1,5-dihydro-thiopyrano[4,3-b]indol-4-one 
• 180964-54-9 5-Benzenesulfonyl-2,2-dioxo-1,2,3,5-tetrahydro-2λ⁶-thiopyrano[4,3-b]indol-4-one 
• 180964-44-7 5-Benzenesulfonyl-3-[(2,4-dichloro-phenyl)-hydroxy-methyl]-1,5-dihydro-thiopyrano[4,3-b]indol-4-one 
• 1207172-97-1 C₂₄H₁₈N₂O₂S 
• 1207173-01-0 C₃₀H₂₂N₂O₄S₂ 
• 80360-20-9 1-(phenylsulfonyl)indole-3-carbaldehyde 
• 130827-11-1 3-(methoxymethyl)-1-(phenylsulfonyl)-1H-indole 
• 4765-22-4 3-(2-amino-1-methylethyl)indole 

Relevant articles and documents

One-pot transformation of methylarenes into aromatic aldehydes under metal-free conditions

On the basis of studies of the transformation of benzylic bromides into the corresponding aromatic aldehydes by treatment with N-methylmorpholine N-oxide, various methylarenes were treated either with DBDMH in the presence of AIBN in acetonitrile at reflux (Method A) or with NBS in CCl4 under irradiation with a tungsten lamp at 30 °C (Method B), followed by treatment with N-methylmorpholine N-oxide to provide aromatic aldehydes in good yields. These methods could be adopted in one-pot transformations of methylarenes into aromatic aldehydes under conditions free of less toxic reagents and transition metals. Copyright

Total synthesis of lycogarubin C utilizing the Kornfeld-Boger ring contraction

An efficient synthesis of lycogarubin C (3) was completed in seven steps from the known 1-(phenylsulfonyl)indole-3-carbaldehyde in 30% overall yield, via a Diels-Alder reaction between (Z)-1,2-di(1H-indol-3-yl)ethene 9b and dimethyl 1,2,4,5-tetrazine-3,6-dicarboxylate (7), followed by a Kornfeld-Boger ring contraction to form the pyrrole ring.

Unusual dimerization of N-protected bromomethylindoles using phenylmagnesium chloride

A novel dimerization of N-protected bromomethylindoles involving an exchange reaction with phenylmagnesium chloride is reported.