Oxidative Carbonylation of Aromatic Amines with CO Catalyzed by 1,3-Dialkylimidazole-2-selenone in Ionic Liquids

Table 1

The study of the reaction in different conditions.

Entry^a	Catalyst a (mmol)	IL (g)	Base	Temperature (°C)	Yield (%)^f
1	0.46	0.25	—	90	94
2^b	0.46	0.25	—	90	34
3^c	0.46	0.25	—	90	25
4^d	0.46	0.25	—	90	5
5	0.46	0	—	90	19
6	0.46	0.25^e	—	90	19
7	0.46	0.25	Et3N	90	<3
8	0.46	0.25	K2CO3	90	<5
9	0.46	0.25	—	60	34
10	0.46	0.50	—	60	57
11	0.46	0.25	HOAc	90	57

^aReaction conditions: aniline (5.0 mmol); IL is [BMIM]BF₄; Pair = 0.2 Mpa, Pair + Pco = 1.3 Mpa; ^bcatalyst is selenium; ^ccatalyst is b; ^dcatalyst is c; ^eIL is [BMIM]Cl; ^fisolated yields.