Table 4.

Synthesis of Triazole-functionalized Isatins, Oxindoles, and Spirooxindoles

entry	R	isatin/oxindole	azide (R1)	producta	yield (%)b
1	5-F	13b	12a	4ba	78
2	5-F	13b	12b	4bb	80
3	5-F	13b	12c	4bc	99
4	5-F	14b	12a	5ba	64
5	5-F	14b	12b	5bb	71
6	5-F	15b	12a	6ba	56
7	5-F	15b	12b	6bb	99
8	4-Cl	13c	12a	4ca	40
9	4-Cl	13c	12b	4cb	70
10	4-Cl	14c	12a	5ca	94
11	4-Cl	14c	12b	5cb	58
12	4-Cl	15c	12a	6ca	91
13	4-Cl	15c	12b	6cb	94
14	4-Cl	15c	12c	6cc	58
15	H	16a	12c	7ac	95
16	H	16a	12f	7af	95
17	5-F	16b	12b	7bb	62
18	5-F	16b	12c	7bc	97
19	7-F	16f	12a	7fa	70
20	H	3a	12d	8ad	69
21	H	3a	12a	8aa	99
22	H	3a	12e	8ae	95
23	4-Cl	3c	12a	8ca	55
24	4-Cl	3c	12f	8cf	99
25	4-Cl	3c	12c	8cc	97
26	5-Br	3d	12a	8da	74
27	5-OMe	3e	12a	8ea	99
28	5-F	17b	12b	9bb	74
29	4-Cl	17c	12a	9ca	88
30	4-Cl	17c	12b	9cb	94
31	4-Cl	17c	12c	9cc	88
32	4-Cl	17c	12f	9cf	87
33	4-Cl	17c	12d	9cd	99
34	H	18a	12a	10aa	92
35	H	18a	12b	10ab	76
36	H	18a	12f	10af	70
37	H	18a	12d	10ad	90
38	5-F	18b	12a	10ba	80
39	5-F	18b	12b	10bb	74
40	5-F	18b	12c	10bc	70
41	5-F	18b	12e	10be	94
42	5-F	18b	12d	10bd	74
43	4-Cl	18c	12b	10cb	66
44	4-Cl	18c	12d	10cd	93
45	5-Br	18d	12a	10da	99

^aAll reactions performed with CuI (10 mol %) and DIPEA (15 mol %) in THF from 12–24 h.

^bIsolated yield.