Tetrahedron p. 14481 - 14496 (1997)
Update date:2022-08-04
Topics:
Carver, David S.
Lindell, Stephen D.
Saville-Stones, Elizabeth A.
A method for achieving the sequential functionalisation of the imidazole ring in the order C-5→C-4→C-2 is described. The chemistry proceeds via the regioselective formation of positionally stable imidazolyl anions which are reacted with electrophiles (aldehydes, alkyl halides, azides, formamides, isocyanates) to afford substituted imidazoles in 31-90% yield.
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