Alkali-metal mediated zincation of N-heterocyclic substrates using the lithium zincate complex,(THF) Li (TMP) Zn (tBu) 2 and applications in in situ cross coupling …

VL Blair, DC Blakemore, D Hay, E Hevia, DC Pryde

Index: Blair, Victoria L.; Blakemore, David C.; Hay, Duncan; Hevia, Eva; Pryde, David C. Tetrahedron Letters, 2011 , vol. 52, # 36 p. 4590 - 4594

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Citation Number: 22

Abstract

This study investigates the ability of the mixed-metal reagent [Li (TMP) Zn (tBu) 2] 1 to promote direct Zn–H exchange reactions (zincations) of a wide range of N-heterocyclic molecules. The generated metallated intermediates from these reactions are intercepted with I2 and some of them are also employed as precursors in Pd-catalysed Negishi cross- coupling applications. A comparison with recent precedents in metallation chemistry ...