Sulfoxide (>90%)

• CAS: 120-62-7
• Catalog Number: ALC-FP-120627
• Category: Featured Products
• Molecular Weight: 324.48
• Molecular Formula: C18H28O3S
• Sample Lot No.: A23M1127x3629

Case Study

Sulfoxide-Mediated Chlorination of Pyrrolo[2,1-a]isoquinoline Derivatives

Jiang M, et al. The Journal of Organic Chemistry, 2025, 90(30), 10994-11003.

A sulfoxide-controlled strategy was employed to achieve selective chlorination of pyrrolo[2,1-a]isoquinoline scaffolds using acetyl chloride. In the presence of diphenyl sulfoxide, dichlorination occurred efficiently at both the pyrrolic core and phenolic ether sites of methoxy-substituted derivatives. Replacement of diphenyl sulfoxide with tetramethylene sulfoxide or dimethyl sulfoxide (3 equiv) directed the reaction toward exclusive monochlorination. Furthermore, treatment with acetyl chloride and an excess of dimethyl sulfoxide enabled selective methylenation. This study demonstrates sulfoxide as a critical modulator in controlling chlorination pathways and enabling alternative transformations in heteroaromatic systems.