Research Article

Regioselective Thiocyanation of Aromatic and Heteroaromatic Compounds Using [2-(Sulfooxy)ethyl]sulfamic Acid as an Efficient, Recyclable Organocatalyst and Novel Difunctional Brønsted Acid

Table 3

Substrate scope in the thiocyanation reaction of arenes using KSCN/SESA/H2O2 under room temperature.

Entry Substrate (a) Product (b)SESA (1 mol%)Citric acid (10 mol%) [38] m.p [found]
m.p [lit.]
Time (min)Yielda %Time (min)b
Our time
Yield %b
Our yieldc

1723903.table.001a723903.table.001b29720
40
91
90
68–70
72-73 [35]
2723903.table.001c723903.table.001d109620
40
82
80
77–79
79–81 [35]
3723903.table.001e723903.table.001f3987
15
88
78
92–95
97–99 [35]
4723903.table.001g723903.table.001h
5723903.table.001i723903.table.001j109825
45
85
83
130–132
125–127 [36]
6723903.table.001k723903.table.001l29879–81
7723903.table.001m723903.table.001n89760
80
65
45d
90–92
74–76 [36]
8723903.table.001o723903.table.001p407845
70
83
79
66–68
66–69 [36]
9723903.table.001q723903.table.001r358140
65
79
74
80–82
77–80 [35]
10723903.table.001s723903.table.001t409660
100
79
73
75–80
82–84 [35]
11723903.table.001u723903.table.001v359460
90
75
59
69–71
71-72 [35]
723903.table.001w723903.table.001x723903.table.001y723903.table.001z723903.table.001aa

Isolated yield.
bLiterature results.
cOur results for this experiment.
dOnly conversion is 45% for this entry.