Organic letters

Modified Shapiro Reactions with Bismesitylmagnesium As an Efficient Base Reagent

WJ Kerr, AJ Morrison, M Pazicky, T Weber

Index: Kerr, William J.; Morrison, Angus J.; Pazicky, Marek; Weber, Tina Organic Letters, 2012 , vol. 14, # 9 p. 2250 - 2253

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Citation Number: 17

Abstract

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 functionalized styrenes. At conveniently accessible temperatures and with a comparably small excess of base reagent, this protocol offers an efficient alternative to the lithium- ...