5669-05-6

Usage

Type of compound

Heterocyclic compound

Structure

Benzene ring fused to a thiazole ring with a dioxide group attached to the thiazole ring

Applications

a. Building block in the synthesis of pharmaceuticals and agrochemicals
b. Potential anti-inflammatory agent
c. Studied for treatment of diseases like asthma and arthritis
d. Investigated for antibacterial and antifungal properties

Hazardous nature

Can be hazardous if not handled properly, requiring precautions during use

Upstream product

• 87498-19-9 3-acetoxy-2-acetyl-2,3-dihydro-benz[d]isothiazole-1,1-dioxide 
• 2512-24-5 N-tert-butylbenzenesulfonamide 
• 98-09-9 benzenesulfonyl chloride 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 6635-42-3 3-hydrazino-2-benzisothiazole 1',1'-dioxide 
• 71054-77-8 1,1-dioxobenzo[d]isothiazol-3-ylaminoacetic acid 
• 296776-37-9 (R)-3-phenyl-2,3-dihydrobenzo[d]isothiazole 1,1-dioxide 
• 1259436-58-2 (R)-3-(4-methoxyphenyl)-2,3-dihydrobenzo[d]isothiazole 1,1-dioxide 
• 1259436-57-1 (R)-3-(p-tolyl)-2,3-dihydrobenzo[d]isothiazole 1,1-dioxide 
• 1166859-73-9 (S)-3-(4-fluorophenyl)-2,3-dihydrobenzo[d]isothiazole-1,1-dioxide 

Relevant academic research and scientific papers

1,2-Benzisothiazole 1,1-Dioxide: a Convenient Synthesis. The Question of the Possible Aromaticity of 1,2-Benzothiazepine 1,1-Dioxides

A convenient synthesis of 1,2-benzisothiazole 1,1-dioxide from toluene-o-sulphonamide is reported, and this allows the preparation of a number of 1,2-benzothiazepine 1,1-dioxides bearing hydrogen atoms in the seven-membered ring; 1H n.m.r. spectroscopy suggests that the latter is not aromatic.

Carbene-Catalyzed [4 + 2] Cycloadditions of Vinyl Enolate and (in Situ Generated) Imines for Enantioselective Synthesis of Quaternary α-Amino Phosphonates

A carbene-catalyzed enantioselective addition of enals to five-membered cyclic imines is developed. The reaction gives chiral quaternary α-amino phosphonates bearing tetrasubstituted carbon centers with excellent enantioselectivities. The imine substrates can be generated in situ from the corresponding amines under an oxidative condition that is compatible with the carbene catalysis. Thus, a one-pot cross-dehydrogenative-coupling (CDC) reaction between enals and amines is also realized with high enantioselectivity remaining. The method provides quick enantioselective access to amino phosphonates with potential applications in medicines and pesticides.

Copper (II)/RuPHOX-Catalyzed Enantioselective Mannich-Type Reaction of Glycine Schiff Bases with Cyclic Ketimines

A Cu(II)/RuPHOX-catalyzed enantioselective Mannich-type reaction of glycine Schiff bases with cyclic ketimines was developed, affording chiral α,?-diamino acid derivatives in good yields with moderate to good ee and dr values. This provides an efficient methodology for furnishing chiral Cβ-tetrasubstituted α,β-diamino acid precursors. The catalytic system is compatible with a series of substrates. In addition, an interesting nonlinear effect of the catalyst's enantiomeric composition on reaction enantioselectivity was observed. (Figure presented.).

Enantioselective Synthesis of α-Amino Phosphonates via Pd-Catalyzed Asymmetric Hydrogenation

A highly enantioselective palladium-catalyzed hydrogenation of a series of linear and cyclic α-iminophosphonates has been achieved, providing efficient access to optically active α-aminophosphonates with up to 99% ee. (Chemical Equation Presented).

Sulfonimines as bleach catalysts

Novel bleach catalysts, a method for bleaching substrates using these catalysts and detergent compositions containing the catalysts are reported. The catalysts are sulfonimines. Substrates such as fabrics may be bleached in an aqueous solution containing