During attempts to involve 5-methyl-2-phenyl-1-(3-phenyl-prop-2-yn-1-yl)-1H-imidazole in a base-promoted, allene-mediated cyclization of the alkyne moiety onto the nearby aromatic ring, substantial amount of the ketone resulting from hydration of the alkyne with adventitious water was discovered. The formation of the ketone of the anti-Markovnikov alkyne hydration was developed into a
preparative method. This method, alternative to the common acid- and metal-catalyzed approaches, may be of particular utility when alkyne hydration needs to be performed in the presence of acid-labile groups.
Original languageEnglish
Pages (from-to)455-457
Number of pages3
JournalMendeleev Communications
Volume33
Issue number4
DOIs
StatePublished - 1 Jul 2023

    Research areas

  • 1,8-diazabicyclo[5.4.0]undec-7-ene, alkynes, anti-Markovnikov, hydration, imidazoles, propargylic amines

ID: 113685953