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Polyfunctional Lithium, Magnesium, and Zinc Alkenyl Reagents as Building Blocks for the Synthesis of Complex Heterocycles

  • Zhi Liang Shen
  • , Vasudevan Dhayalan
  • , Andreas D. Benischke
  • , Robert Greiner
  • , Konstantin Karaghiosoff
  • , Peter Mayer
  • , Paul Knochel

Research output: Contribution to journalArticlepeer-review

27 Scopus citations

Abstract

New conjunctive β-silylated organometallic reagents of Li, Mg, and Zn have been prepared and used for an expeditive construction of various polyfunctionalized 5-, 6-, and 7-membered heterocycles, such as furans, pyrroles, quinolines, benzo[b]thieno-[2,3-b]pyridine, naphthyridines, fused pyrazoles, and 2,3-dihydro-benzo[c]azepines. The latent silyl group has been converted into various carbon-carbon bonds in most heterocycle types. Versatile conjunctive reagents: New conjunctive β-silylated organometallic reagents of Li, Mg, and Zn have been prepared and used for an expeditive construction of various polyfunctionalized 5-, 6-, and 7-membered heterocycles, such as furans, pyrroles, quinolines, benzo[b]thieno-[2,3-b]pyridine, naphthyridines, fused pyrazoles, and 2,3-dihydrobenzo[c]azepines.

Original languageEnglish
Pages (from-to)5332-5336
Number of pages5
JournalAngewandte Chemie - International Edition
Volume55
Issue number17
DOIs
StatePublished - 18 Apr 2016
Externally publishedYes

Keywords

  • N-heterocycles
  • conjunctive reagents
  • lithium
  • magnesium
  • zinc

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry

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