Table 3. Optimization of conditions and substrates for the cyclization of guanidine and urea building blocks with 12.
| ||||||
|---|---|---|---|---|---|---|
| Entry | Substrate | Base | Solvent | Temperature | Product | Yield |
| 1 | a13a | NaOMe | MeOH | 65 °C | 14a | 32% |
| 2 | 13b | K2CO3 | Dioxane | 100 °C | 14b | 11% |
| 3 | 13c | K2CO3 | Dioxane | 100 °C | 14a | b100% |
| 4 | 13d | K2CO3 | MeCN | 100 °C | 14d | 72% |
| 5 | 13e | K2CO3 | Dioxane | 100 °C | 14e | 17% |
| 6 | 13e | K2CO3 | MeCN | 100 °C | 14e | 22% |
13a (2.4 equiv.), base (3.4 equiv.).
No purification of product required.