Synthesis of α-benzyl amino coumarin derivatives using barium silicate nanoparticles.

Entry	Aldehyde	Amine	Product	Time (min)	Yielda (%)
1	Benzaldehyde	Piperidine	A1	30	85
2	2-Chlorobenzaldehyde	Piperidine	A2	60	87
3	4-Chlorobenzaldehyde	Piperidine	A3	40	70
4	2-Methylbenzaldehyde	Piperidine	A4	70	84
5	4-Methylbenzaldehyde	Piperidine	A5	60	81
6	4-Methoxybenzaldehyde	Piperidine	A6	70	70
7	4-tert-Butylbenzaldehyde	Piperidine	A7	40	89
8	3-Nitrobenzaldehyde	Piperidine	A8	25	90
9	2,4-Dichlorobenzaldehyde	Piperidine	A9	75	61
10	4-Bromobenzaldehyde	Piperidine	A10	40	90
11	Benzaldehyde	Pyrrolidine	A11	45	82
12	4-Bromobenzaldehyde	Pyrrolidine	A12	30	90
13	4-Chlorobenzaldehyde	Pyrrolidine	A13	30	93
14	4-Nitrobenzaldehyde	Pyrrolidine	A14	25	88
15	4-Methylbenzaldehyde	Pyrrolidine	A15	65	89
16	4-Methoxybenzaldehyde	Pyrrolidine	A16	80	95
17	3-Nitrobenzaldehyde	Pyrrolidine	A17	30	92
18	Benzaldehyde	Morpholine	A18	45	93
19	4-Bromobenzaldehyde	Morpholine	A19	40	90
20	4-Chlorobenzaldehyde	Morpholine	A20	35	98
21	4-Nitrobenzaldehyde	Morpholine	A21	30	78
22	4-Methylbenzaldehyde	Morpholine	A22	55	90
23	2,4-Dichlorobenzaldehyde	Morpholine	A23	45	92
24	3,5-Dchlorobenzaldehyde	Morpholine	A24	30	89
25	Butyraldehyde	Piperidine	A25	120	—
26	Butyraldehyde	Pyrrolidine	A26	120	—
27	Butyraldehyde	Morpholine	A27	120	—
28	Hexanal	Piperidine	A28	120	—
29	Hexanal	Pyrrolidine	A29	120	—
30	Hexanal	Morpholine	A30	120	—

^aIsolated yield.