Table 2.

Sequential one-pot GBB library generation^a.

Entry	R1CHO	R2NC		Product	Yield (%)
1	2a	t-BuNC	3a	6	79b,c (65)c
2		t-octyl-NC	3b	7	66c
3		MeOOCCH2NC	3c	8	58c
4		CyNC	3d	9	75c
5	2b	t-BuNC	3a	10	68c
6		t-octyl-NC	3b	11	70c
7		MeOOCCH2NC	3c	12	70c
8		CyNC	3d	13	69c
9	2c	t-BuNC	3a	14	67c
10		t-octyl-NC	3b	15	71c
11		MeOOCCH2NC	3c	16	41c
12		CyNC	3d	17	74c
13	2d	t-BuNC	3a	18	63c
14		t-octyl-NC	3b	19	59c
15		MeOOCCH2NC	3c	20	35c
16		CyNC	3d	21	66c
17	2e	t-BuNC	3a	22	59c
18		t-octyl-NC	3b	23	39c
19		MeOOCCH2NC	3c	24	23c
20		CyNC	3d	25	46c
21	2f	t-BuNC	3a	26	59c
22		t-octyl-NC	3b	27	53c
23		MeOOCCH2NC	3c	28	28c
24		CyNC	3d	29	24c
25	2g	t-BuNC	3a	30	53c
26		t-octyl-NC	3b	31	41c
27		MeOOCCH2NC	3c	32	33c
28		CyNC	3d	33	46c
29	2h	t-BuNC	3a	34	70c
30		t-octyl-NC	3b	35	83c
31		MeOOCCH2NC	3c	36	48c
32		CyNC	3d	37	48c
33	2i	t-BuNC	3a	38	61c
34		t-octyl-NC	3b	39	67c
35		MeOOCCH2NC	3c	40	26c
36		CyNC	3d	41	63c
37	2j	t-BuNC	3a	42	50d
38		t-octyl-NC	3b	43	45d
39		MeOOCCH2NC	3c	44	47d
40		CyNC	3d	45	40d

^aReaction conditions: 4a (0.50 mmol), 5 (0.55 mmol), ethanol (0.5 mL), MW (10 min, 80 °C, 150 W), then water (0.5 mL), 2a–j (0.55 mmol), TFA (0.10 mmol), 3a–d (0.55 mmol), room temperature, 10–60 min. ^bIsolated yield from the GBB-3CR. ^cIsolated yield after simple filtration. ^dIsolated yield after flash chromatography.