An Efficient and Convenient Synthesis of 4-Vinylimidazoles Using a Novel Horner-Wadsworth-Emmons (HWE) Reagent: Synthetic Studies Toward Novel Histamine H3-Ligands

ABSTRACT A novel Horner-Wadsworth-Emmons (HWE)-type reagent 1 reacted readily with various aldehydes and ketones to produce (E)-vinylimidazoles 2 in good yields. The synthetic utility of 1 was demonstrated by the efficient preparation of four histamine H 3 ligands 3 by simple hydrogenation of 2.

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Veröffentlicht in:Synthesis (Stuttgart) 2002, Vol.2002 (8), p.1072-1078
Hauptverfasser: Harusawa, Shinya, Koyabu, Shuji, Inoue, Yasutoshi, Sakamoto, Yasuhiko, Araki, Lisa, Kurihara, Takushi
Format: Artikel
Sprache:eng
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Zusammenfassung:ABSTRACT A novel Horner-Wadsworth-Emmons (HWE)-type reagent 1 reacted readily with various aldehydes and ketones to produce (E)-vinylimidazoles 2 in good yields. The synthetic utility of 1 was demonstrated by the efficient preparation of four histamine H 3 ligands 3 by simple hydrogenation of 2.
ISSN:0039-7881
1437-210X
DOI:10.1055/s-2002-31951