40
Views
17
CrossRef citations to date
0
Altmetric
Original Articles

Four-Component Synthesis of Dialkyl 2-(1,3-Dioxo-1,3-dihydro-2H-inden-2-yliden)-3-(2,2,2-trifluoroethoxy)succinates from Triphenylphosphine, Acetylenic Esters, 2,2,2-Trifluoroethanol, and Ninhydrin

, &
Pages 1781-1784 | Received 10 Aug 2004, Accepted 01 Sep 2004, Published online: 18 Aug 2006
 

Protonation of the highly reactive 1:1 intermediates, produced in the reaction between triphenylphosphine and dialkyl acetylenedicarboxylates by 2,2,2-trifluoroethanol, leads to vinyltriphenylphosphonium salts, which undergo Michael addition reaction with conjugate base to produce the corresponding fluorine-containing stabilized phosphorus ylides. Intermolecular Wittig reaction of the fluorine-containing stabilized phosphorus ylides with ninhydrin leads to the corresponding highly electron-poor fluorine-containing alkenes.

Acknowledgments

This work was supported by the Zanjan Islamic Azad University Research Council via research project number ZIAURC82.13882. We also thank Dr Mehdi Rahnema (Rector of Zanjan Islamic Azad University Research Council) for helpful discussions and financial support.

Log in via your institution

Log in to Taylor & Francis Online

PDF download + Online access

  • 48 hours access to article PDF & online version
  • Article PDF can be downloaded
  • Article PDF can be printed
USD 61.00 Add to cart

Issue Purchase

  • 30 days online access to complete issue
  • Article PDFs can be downloaded
  • Article PDFs can be printed
USD 2,235.00 Add to cart

* Local tax will be added as applicable

Related Research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.