900019-46-7Relevant articles and documents
Microwave-assisted fluorination of 2-acylpyrroles: Synthesis of fluorohymenidin
Troegel, Benjamin,Lindel, Thomas
, p. 468 - 471 (2012)
Treatment of mono- and nonbrominated 2-acylpyrroles with Selectfluor under microwave conditions leads to fluorination of the pyrrole ring in the 5-position. In particular, 2-trichloroacetylated pyrrole can be fluorinated. As an example, dihydrofluorohymenidin was synthesized and dehydrogenated to fluorohymenidin as the first fluorinated pyrrole-imidazole alkaloid. Introduction of the vinyl double bond was achieved by chlorination of the 2-aminoimidazole moiety, followed by dehydrochlorination at 100 °C in DMF.