Iodocyclisation and rearrangement reactions of mono-protected allyl substituted guanidines

Abstract The iodocyclisation of a range N -allyl and N -homoallylguanidines using I 2 /K 2 CO 3 has been found to lead to a series of novel heterocycles which undergo selective rearrangements on variation of the reaction conditions, and predictable protecting group migration in the presence of trifluoroacetic acid in methanol.