Table 1.

Synthesis of [(disubstituted amino)(5-substituted 2-phenyl-1H-indol-3-yl)methyl]naphthalene-ols (4a–4r).

Starting materials				Products (4a–4r)	Time (h)	Yield (%) isolated
Entry	Amines	R	Naphthol
1	Piperidine	H	2-Naphthol	4a	3	82
2	Piperidine	Cl	2-Naphthol	4b	3	85
3	Piperidine	CH3	2-Naphthol	4c	2	79
4	Piperidine	H	1-Naphthol	4d	2	89
5	Piperidine	Cl	1-Naphthol	4e	3	86
6	Piperidine	CH3	1-Naphthol	4f	3	87
7	Diethyl amine	H	2-Naphthol	4g	3	90
8	Diethyl amine	Cl	2-Naphthol	4h	2	89
9	Diethyl amine	CH3	2-Naphthol	4i	3	89
10	Diethyl amine	H	1-Naphthol	4j	3	78
11	Diethyl amine	Cl	1-Naphthol	4k	3	82
12	Diethyl amine	CH3	1-Naphthol	4l	2	84
13	Dimethyl amine	H	2-Naphthol	4m	3	89
14	Dimethyl amine	Cl	2-Naphthol	4n	3	89
15	Dimethyl amine	CH3	2-Naphthol	4o	3	85
16	Dimethyl amine	H	1-Naphthol	4p	3	88
17	Dimethyl amine	Cl	1-Naphthol	4q	3	84
18	Dimethyl amine	CH3	1-Naphthol	4r	2	82