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A new reaction of imidazoles was discovered involving the formation of an i
midazolium ylide, which on trapping with various electrophiles afforded div
erse 2-substituted imidazoles. The facile, convenient reaction conditions w
hen compared to the existing procedures make this reaction the method of ch
oice in the preparation of 2-substituted imidazoles. Moreover, the reaction
differs from the reported methods since the products (viz., 1) contain an
alpha -substituent that is transformed by solvolysis chemistry into further
functionalized derivatives.