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

25 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

Fingerprint

Dive into the research topics of 'Polyfunctional Lithium, Magnesium, and Zinc Alkenyl Reagents as Building Blocks for the Synthesis of Complex Heterocycles'. Together they form a unique fingerprint.

Cite this