Unveiling a PhSeSePh/I2-Mediated Radical Cyclisation of 2-Alkynyl-N-alkyl-N-tosylanilines: Access to 3-Sulfonyl Indoles via 1,3 Tosyl-Relocation

Key Points

• To develop a radical cyclisation method for synthesizing 3-sulfonyl indoles from o-alkynylanilines.
• Utilized PhSeSePh and iodine (I₂) as mediators for radical generation.
• Performed reactions with N, N-disubstituted o-alkynylanilines.
• Investigated the mechanism of 1,3-tosyl transfer.
• Successfully synthesized 3-sulfonyl indoles from the starting materials.
• Demonstrated the efficiency of the 1,3-tosyl relocation process.
• Observed the formation of vinyl radicals, necessary for cyclisation.