Synthesis of β-Amino Carbonyl Compounds via the Iodine-Alumina Catalyzed Three-Component Coupling Reaction under Microwave Irradiation

Table 2

I₂-Al₂O₃ catalyzed multicomponent reaction for the preparation of β-amino carbonyl compounds.

Entry	Substrate 1 R^1	Substrate 2 (R^2)/5 (R^3, R^4)	Substrate 3 R^5	Time (min)	Product 4 ^b	Yield^a/(%)^c
1	4-ClC6H4	R^2 = C6H5	3-ClC6H4	12	4a	92
2	4-MeOC6H4	R^2 = C6H5	C6H5	11	4b	90 [23]
3	2-ClC6H4	R^2 = C6H5	4-NO2C6H4	15	4c	90
4	3-BrC6H4	R^2 = C6H5	4-MeC6H4	10	4d	86
5	C6H5	R^2 = 4-NO2C6H4	C6H5	12	4e	89
6	C6H5	R^2 = C6H5		13	4f	75
7	4-MeC6H4	R^2 = C6H5		12	4g	65
8	3-MeOC6H4	R^2 = C6H5		11	4h	75
9	4-MeOC6H4	R^2 = C6H5		12	4i	75
10	4-ClC6H4	R^2 = C6H5		13	4j	70
11	4-OHC6H4	R^2 = C6H5		13	4k	96
12	3,4-(MeO)2C6H3	R^2 = C6H5		10	4l	73
13	4-ClC6H4	R^2 = 2-MeC6H4		15	4m	70
14	4-ClC6H4	R^2 = 4-MeOC6H4		10	4n	65
15	4-ClC6H4	R^2 = 4-BrC6H4		14	4o	72
16	4-ClC6H4	R^2 = 4-OHC6H4		15	4p	69
17		R^2 = C6H5		14	4q	68
18	3,4-(MeO)2C6H3	R^3 = Me		9	4r	75
		R^4 = Me
19	3,4,5-(MeO)3C6H2	R^3 = Me		15	4s	67
		R^4 = Me
20	C6H5	R^3 = OEt	3-ClC6H4	9	4t	89
		R^4 = Et

^aIsolated yields. ^bProducts were characterized by ¹H, ¹³C NMR and IR analyses. ^cReference.