Table 1.
Compound | X5 | Isocyanide | Acid | Time (h) | Yield (%) a,b,c |
---|---|---|---|---|---|
11 | H | tert-butyl | ClCH2COOH | 48 | 65 |
12 | I | tert-butyl | ClCH2COOH | 72 | 28 |
13 | NO2 | tert-butyl | ClCH2COOH | 72 | 52 |
14 | Cl (Cl = X7) | tert-butyl | ClCH2COOH | 72 | 30 |
15 | Br | Cyclohexyl | CF3COOH | 48 | 58 |
16 | Br | tert-butyl | ClCH2COOH | 72 | 21 |
17 | I | tert-butyl | CF3COOH | 48 | 60 |
18 | I | Cyclohexyl | CF3COOH | 48 | 55 |
19 | Br | tert-butyl | CF3COOH | 48 | 58 |
20 | NO2 | tert-butyl | CF3COOH | 48 | 55 |
21 | NO2 | Cyclohexyl | CF3COOH | 48 | 57 |
22 | Br | Cyclohexyl | ClCH2COOH | 72 | 42 |
a Yield after purification. b All reactions used n-butylamine as the amino component, molecular sieves 3Å, rt. c All reactions were treated with Capsule@Amberlyst-15 for isocyanide scavenging.