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An Efficient Synthesis of Imidazolinium Salts Using Vinyl Sulfonium Salts

Eoghan M. McGarrigle*, Sven P. Fritz, Ludovic Favereau, Muhammad Yar and Varinder K. Aggarwal*

*School of Chemistry, University of Bristol, Cantock's Close, Bristol BS8 1TS, U.K., Email:,

E. M. McGarrigle, S. P. Fritz, L. Favereau, M. Yar, V. K. Aggarwal, Org. Lett., 2011, 13, 3060-3063.

DOI: 10.1021/ol2009472 (free Supporting Information)


The reaction of formamidines and (2-bromoethyl)diphenylsulfonium triflate enables the synthesis of various symmetrical and unsymmetrical imidazolinium triflate salts in high yield in short reaction times under mild conditions. Aromatic and aliphatic N-substituents work well. The reaction is proposed to proceed via generation of a vinyl sulfonium salt intermediate from the bromoethylsulfonium triflate.

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Key Words

imidazolinium salts

ID: J54-Y2011-1690