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. 2024 Nov 18. Online ahead of print. doi: 10.1039/d4md00733f

Optimization of conditions and substrates for the cyclization of guanidine and urea building blocks with 12.

graphic file with name d4md00733f-u3.jpg
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%
a

13a (2.4 equiv.), base (3.4 equiv.).

b

No purification of product required.