AlCl₃-Promoted Thiocyanation of N-Containing Aromatic and Heteroaromatic Compounds Under Solvent-Free Conditions

Abstract

Aluminum chloride/Ammonium thiocyanate (AlCl 3 /NH 4 SCN) was found to be an effective system for the thiocyanation of some arylamines and indoles to afford the corresponding thiocyanated adducts at room temperature under solvent-free conditions. The efficacy of this combined reagent was also examined in the thiocyanation of pyrrole and isatin. A plausible mechanism of thiocyanation has also been suggested. N H N H SCN AlCl 3 / NH 4 SCN Solvent-free, r.t. 1a 2a 3 h, 90% Running title AlCl 3 THIOYANATION OF AROMATIC COMPOUNDS

Metal‐Free and Visible‐Light‐Promoted C‐3 Thiocyanation of 2‐Arylquinolin‐4‐ones

“…2‐Iodo‐4‐thiocyanatoaniline (4c): Pale brown solid, hexane/EtOAc = 98:2, yield 71 % (195 mg), m.p. 140–142 °C; 1 H NMR: (400 MHz, CDCl 3 ) δ 4.43 (s, 2H), 6.73 (d, J = 8.44 Hz, 1H), 7.35–7.37 (m, 1H).…”

Quinolinium bound chromium(VI) reagents for efficient electrophilic aromatic nitration and thiocyanation reactions using sodium nitrate and ammonium thiocyanate

“…The unspent acids left out in these protocols often cause environmental pollution. In recent years, several new approaches have been developed to control the regiochemistry of the reactions [3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18][19][20].…”