Next Article in Journal
Inhibitory Activity of Synthesized Acetylated Procyanidin B1 Analogs against HeLa S3 Cells Proliferation
Next Article in Special Issue
Synthesis of Regiospecifically Fluorinated Conjugated Dienamides
Previous Article in Journal
Easy Access to a Cyclic Key Intermediate for the Synthesis of Trisporic Acids and Related Compounds
Previous Article in Special Issue
Crystal Structures and Antifungal Activities of Fluorine-Containing Thioureido Complexes with Nickel(II)
Article Menu

Export Article

Open AccessArticle
Molecules 2014, 19(2), 1763-1774; doi:10.3390/molecules19021763

Pauson-Khand Reaction of Internal Dissymmetric Trifluoromethyl Alkynes. Influence of the Alkene on the Regioselectivity

Institute for Research in Biomedicine (IRB Barcelona), Baldiri i Reixac, 10. 08028 Barcelona, Spain
Department de Química Orgánica, Universidad de Valencia, E-46100 Burjassot, Spain
Laboratorio de Moléculas Orgánicas, Centro de Investigación Príncipe Felipe, E-46012 Valencia, Spain
Department de Química Orgànica, Universitat de Barcelona, Martí i Franqués, 1. 08028 Barcelona, Spain
Author to whom correspondence should be addressed.
Received: 2 January 2014 / Revised: 15 January 2014 / Accepted: 27 January 2014 / Published: 3 February 2014
(This article belongs to the Special Issue Fluorine Chemistry 2016)
View Full-Text   |   Download PDF [237 KB, uploaded 18 June 2014]   |  


The scope of the Pauson-Khand reaction (PKR) of internal trifluoromethyl alkynes, previously described with norbornadiene, is expanded to norbornene and ethylene. A thorough structural analysis of the resulting PK adducts has been carried out to unveil that α-trifluoromethylcyclopentenones are preferred in all cases, independently of the electronic properties of the alkyne. The regioselectivity observed with norbornadiene and ethylene is higher than in the case of norbornene. View Full-Text
Keywords: Pauson-Khand reaction; cycloadditions; regioselectivity; cyclopentenones; trifluoromethylalkynes Pauson-Khand reaction; cycloadditions; regioselectivity; cyclopentenones; trifluoromethylalkynes

Figure 1

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Aiguabella, N.; Arce, E.M.; del Pozo, C.; Verdaguer, X.; Riera, A. Pauson-Khand Reaction of Internal Dissymmetric Trifluoromethyl Alkynes. Influence of the Alkene on the Regioselectivity. Molecules 2014, 19, 1763-1774.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics



[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top