Modified Shapiro reactions with bismesitylmagnesium as an efficient base reagent

William Kerr, Angus J Morrison, Marek Pazicky, Tina Weber

Research output: Contribution to journalArticlepeer-review

36 Citations (Scopus)


Bismesitylmagnesium has been shown to successfully mediate the Shapiro reaction. A range of tosylhydrazones has been subjected to the developed system, which furnishes exceptionally high incorporation of the introduced electrophiles and good yields of the functionalised styrenes. At conveniently accessible temperatures and with a comparably small excess of base reagent, this protocol offers an efficient alternative to the lithium-mediated process. Importantly, 1.05 equiv of Weinreb amides are sufficient to obtain aryl enones in good yields.
Original languageEnglish
Pages (from-to)2250-2253
Number of pages4
JournalOrganic Letters
Issue number9
Publication statusPublished - 17 Apr 2012


  • Bismesitylmagnesium
  • Shapiro reaction
  • electrophiles


Dive into the research topics of 'Modified Shapiro reactions with bismesitylmagnesium as an efficient base reagent'. Together they form a unique fingerprint.

Cite this