Iodocyclisations reactions of Boc- and Cbz-protected N-allylguanidines

The cyclisation of mono-protected and bis-protected guanidines 8a–j under standard iodocyclisation conditions (I2/K2CO3) gave the guanidine heterocycles 9–25 via either a direct cyclisation or by a cyclisation/ring-contraction process, which could be controlled by careful selection of conditions.

Graphical abstractThe cyclisation of mono-protected and bis-protected guanidines 8 with I2/K2CO3 gave guanidine heterocycles (e.g., 9–11 and 15) via direct cyclisation or cyclisation/ring-contraction, a process, which could be controlled by careful selection of conditions.Figure optionsDownload full-size imageDownload as PowerPoint slide