Novel use of imidazolium ylides in an efficient synthesis of 2-substituted imidazoles.
[figure: see text] A new reaction of imidazoles was discovered involving the formation of an imidazolium ylide, which on trapping with various electrophiles afforded diverse 2-substituted imidazoles. The facile, convenient reaction conditions when compared to the existing procedures make this reaction the method of choice 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.
Hlasta
D J
DJ
R.W. Johnson Pharmaceutical Research Institute, Welsh and McKean Roads, Spring House, Pennsylvania 19477-0776, USA. dhlasta@prius.jnj.com
D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D015394:Molecular Structure; D013329:Structure-Activity Relationship
D007093:Imidazoles; D007202:Indicators and Reagents