Table 2.
Entry | Quinazolin-4(3H)-one | ArSH | Product | Yield (%) b | ||
---|---|---|---|---|---|---|
1 | 1a | 3 | 79 | |||
2 | 1a | 4 | 64 c | |||
3 | 1a | 5 | 69 | |||
4 | 1a | 6 | 59 | |||
5 | 1a | 7 | 50 | |||
6 | 1a | 8 | 86 | |||
7 | 1a | 9 | 94 | |||
8 | 1a | 10 | 66 | |||
9 | 1a | 11 | 91 | |||
10 | 1b | 12 | 54 d | |||
11 | 1c | 13 | 60 | |||
12 | 1d | 14 | 64 | |||
13 | 1e | 15 | 51 d | |||
14 | 1f | 16 | 79 | |||
15 | 1g | 17 | 72 |
aReagents andConditions: 1 (0.5 mmol), HCCP (1.1 equiv.), DIPEA (5.0 equiv.), MeCN (5 mL), rt, activation time (1 h), then thiophenols (5.0 equiv.), 45 °C, 23 h; b Isolated yield; cm-CH3PhSH (6.0 equiv.); reaction time (48 h); d Activation time (20 h).