Chemistry of Heterocyclic Compounds p. 53 - 57 (1992)
Update date:2022-07-31
Topics:
Stoyanov, V. M.
El'chaninov, M. M.
Pozharskii, A. F.
1-Methyl-2-phenylimidazole reacts with butyllithium to give 5-lithium substituted products.On the other hand, 1-methyl-2-(furyl-2)imidazole is metallated under the same conditions exclusively on the furan ring and primarily in the 3 position.The introduction of triethylamine into the reaction mixture, or replacement of butyllithium by lithium 2,2,6,6-tetramethylpiperidide leads to the formation of a lithium derivative substituted at the 5-position of the furan ring exclusively.
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Doi:10.1021/jm00060a001
(1993)Doi:10.1248/cpb.39.2247
(1991)Doi:10.1016/j.chempr.2019.10.016
(2019)Doi:10.1016/S0040-4020(01)86334-1
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(1993)Doi:10.1007/BF00531472
(1992)
