Poly[4-diacetoxyiodo] Styrene–Promoted Thiocyanation of Aromatic Ethers, Anilines, and Indoles

Abstract

Thiocyanation of aromatic ethers, anilines, and indoles have been achieved using ammonium thiocyanate in the presence of poly[4-diacetoxyiodo] styrene (PDAIS) in CH₃CN at room temperature.

GRAPHICAL ABSTRACT

Keywords:

• Anilines
• aromatic ethers
• indoles
• poly[4-diacetoxyiodo] styrene thiocyanation

Acknowledgements

We are pleased to acknowledge the financial support from Xinxiang Medical University.

Notes

^aIsolated yield.

^aReaction conditions: anisole (1 mmol); NH₄SCN (2.5 mmol); rt; CH₃CN.

^bIsolated yield.

^aReaction conditions: aromatic ethers, anilines or indoles (1 mmol); NH₄SCN (2.5mmol); PDAIS (1.2 mmol); rt; CH₃CN.

^bAll products except 2n were identified by comparing their physical and spectral data with those of the authentic samples (see references 4f, 4g, 4n, 4o).

^cIsolated yield.

^aReaction conditions: anisole (1 mmol); NH₄SCN (2.5 mmol); PDAIS (1.2 mmol); rt; CH₃CN.

^bIsolated yield.

^aReaction conditions: anisole (1 mmol); NH₄SCN (2.5 mmol); hypervalent iodine oxidant (1.2 mmol); rt.

^bIsolated yield.