1-(Phenylsulfonyl)-2-indolylboronic acid
1-(Phenylsulfonyl)-2-indolylboronic acid (CAS: 342404-46-0) is an organoboron compound with the chemical formula C6H5SO2NC8H5B(OH)2 and a molecular weight of 301.13 g/mol. It serves as a valuable reactant in organic synthesis, particularly for constructing complex heterocyclic structures and in palladium-catalysed cross-coupling reactions. This compound is essential for researchers in medicinal chemistry and materials science developing novel compounds.
- IUPAC
- 1-(Phenylsulfonyl)-2-indoleboronic acid
- Synonyms
- 1-(Phenylsulfonyl)-2-indoleboronic acid
Synthesis of Bioactive Alkaloids
Utilised as a key reactant in the synthesis of the bioactive indolo[3,2-j]phenanthridine alkaloid, calothrixin B, employing an allene-mediated electrocyclic reaction.
Suzuki Cross-Coupling Reactions
Serves as a substrate in palladium and tris(tert-butyl)phosphine-catalysed Suzuki cross-coupling reactions for the preparation of various arenes.
Development of Trypanocidal Agents
Applied in structure-guided development of TbcatB inhibitors, which are investigated as potential treatments for trypanosomiasis.
Oxidative Palladium-Catalyzed Cross-Coupling
Engaged in chemoselective and stereoselective oxidative palladium/diamine-catalysed cross-coupling reactions, enabling precise molecular construction.
Petasis Boronic Mannich Reactions
Participates in Petasis boronic Mannich reactions, often accelerated by microwave irradiation, for efficient synthesis.
| Molecular weight | 301.13 |
|---|---|
| Linear formula | C6H5SO2NC8H5B(OH)2 |
| Application | Reactant for:• Synthesis of bioactive indolo[3,2-j]phenanthridine alkaloid, calothrixin B, via an allene-mediated electrocyclic reaction1• Preparation of arenes via palladium and tris(tert-butyl)phosphine-catalyzed Suzuki cross-coupling2• Structure-guided development of TbcatB inhibitors as trypanocides3• Chemoselective and stereoselective oxidative palladium/diamine-catalyzed cross-coupling reactions4• Petasis boronic Mannich reactions under microwave conditions5 |
| Melting point | 125-130 °C(lit.) |
| Protective equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
|---|---|
| Water hazard class (WGK, DE) | 3 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is 1-(Phenylsulfonyl)-2-indolylboronic acid used for?
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1-(Phenylsulfonyl)-2-indolylboronic acid is used as a reactant in organic synthesis, including the preparation of bioactive alkaloids, Suzuki cross-coupling reactions, development of trypanocidal agents, and Petasis boronic Mannich reactions.
What is the CAS number and chemical formula for 1-(Phenylsulfonyl)-2-indolylboronic acid?
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The CAS number is 342404-46-0 and the chemical formula is C6H5SO2NC8H5B(OH)2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this compound as a research or technical grade chemical. We do not represent it as meeting USP, BP, or EP pharmacopoeial standards.
What are the safety and handling recommendations for 1-(Phenylsulfonyl)-2-indolylboronic acid?
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Handling requires personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. The compound has a WGK Germany rating of 3, indicating it is hazardous.
How is 1-(Phenylsulfonyl)-2-indolylboronic acid packed and shipped?
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Tech Serve Solutions ensures appropriate packaging for safe transport and export of chemicals worldwide.
How can I request a sample or quote for 1-(Phenylsulfonyl)-2-indolylboronic acid?
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Please contact our sales department via our website or direct inquiry to request a sample or obtain a quotation.
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