Synthesis of nicotinonitrile derivatives in the presence of PIL 1 as catalyst^a.

1a, 30 min, 80%	1b, 15 min, 85%	1c, 30 min, 80%	1d, 80 min, 85%	1e, 90 min, 88%
MP: 179–181 °C	MP: 195–197 °C	MP: 199–202 °C	MP: 198–202 °C	MP: 184–186 °C
[180]56	[198–201]58	[206–210]59	[188–190]58	[192]56
White solid	White solid	Yellow solid	White solid	White solid
1f, 25 min, 75%	1g, 15 min, 75%	1h, 25 min, 82%	1i, 15 min, 80%
MP: 198–202 °C	MP: 239–241 °C	MP: 221–223 °C	MP: 265–267 °C
[205]56	[New]	[>300]56	[New]
White solid	White solid	Yellow solid	White solid
1j, 15 min, 85%	1k, 15 min, 75%	1l, 20 min, 90%	1m, 45 min, 75%
MP: 205–208 °C	MP: 166–170 °C	MP: 193–196 °C	MP: >300 °C
[218–220]59	[New]	[204–206]60	[New]
White solid	White solid	Brown solid	Yellow solid

^aReaction conditions: 1-(naphthalen-2-yl)ethan-1-one (1 mmol, 0.170 g), malononitrile (1 mmol, 0.066 g) or 3-(1H-indol-3-yl)-3-oxopropanenitrile (1 mmol, 0.184), ammonium acetate (1 mmol, 0.078 g), aromatic aldehyde (1 mmol), catalyst (10 mol%), solvent-free, 80 °C.