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Iodocyclisation and rearrangement reactions of mono-protected allyl substituted guanidines
Authors:Deiniol Davies  Herjan Franken  Kristina Kähm  Robert Nash
Institution:a School of Chemistry, Bangor University, Gwynedd, LL57 2UW, UK
b Phytoquest Limited, Plas Gogerddan, Aberystwyth, Ceredigion SY23 3EB, UK
c Menai Organics Ltd, MENTEC, Deiniol Road, Bangor, Gwynedd LL57 2UP, UK
Abstract:The iodocyclisation of a range N-allyl and N-homoallylguanidines using I2/K2CO3 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.
Keywords:Iodocyclisation  Ring contraction  Rearrangement  Guanidine
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