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 reactions
Blair, Victoria L. and Blakemore, David C. and Hay, Duncan and Hevia, Eva and Pryde, David C. (2011) 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 reactions. Tetrahedron Letters, 52 (36). pp. 4590-4594. ISSN 0040-4039 (https://doi.org/10.1016/j.tetlet.2011.06.090)
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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 I-2 and some of them are also employed as precursors in Pd-catalysed Negishi cross-coupling applications. A comparison with recent precedents in metallation chemistry reveals that for some of these heterocycles, 1 allows improved conversions, under milder conditions and in certain cases, even gives unique regioselectivities.
ORCID iDs
Blair, Victoria L., Blakemore, David C., Hay, Duncan, Hevia, Eva ORCID: https://orcid.org/0000-0002-3998-7506 and Pryde, David C.;-
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Item type: Article ID code: 34745 Dates: DateEvent7 September 2011PublishedSubjects: Science > Chemistry Department: Faculty of Science > Pure and Applied Chemistry Depositing user: Pure Administrator Date deposited: 19 Oct 2011 10:53 Last modified: 11 Nov 2024 09:54 Related URLs: URI: https://strathprints.strath.ac.uk/id/eprint/34745