Skip to main content
. 2022 Mar 21;12(14):8804–8814. doi: 10.1039/d2ra00451h

Investigation of catalytic behaviour of TMIPOP and its relative intermediates and other known catalysts upon the synthesis of 1aa.

Entry Catalyst Load of catalyst Yield (%)
1 TIPOP 20 mg 62
2 FeCl3 20 mol% 35
3 TMIPOP 20 mg 80
4 HCl 20 mol% Trace
5 AlCl3 20 mol% 25
6 H2SO4 20 mol% 45
7 Trityl chloride 20 mol% 30
8 Trityl bromide 20 mol% 42
9 Silica sulfuric acid (SSA)63 20 mg 75
10 NH2SO3H 20 mol% 20
11 Fe(HSO4)3 20 mol% 35
12 Al(HSO4)3 20 mol% 30
13 Ca(HSO4)2 20 mol% 25
a

Reaction conditions: benzaldehyde (1 mmol, 0.106 g), ke3 (1 mmol, 0.370 g), 3-(1H-indol-3-yl)-3-oxopropanenitrile (1 mmol, 0.184 g) and ammonium acetate (1.5 mmol, 0.115 g). Solvent-free, 110 °C, 45 min.