Next Article in Journal
Bifunctional Derivative of p,p'-Dichlorochalcone. Part II. Synthesis of a Novel Compound 2-[2-Carboxymethylthio-2-(4-chlorophenyl)ethyl]-2-(4-chlorophenyl)-4-thiazolidinone
Previous Article in Journal
Furyl(aryl)alkanes and Their Derivatives. 19. Synthesis of Benzofuran Derivatives via 2-Hydroxyaryl-R-(5-methylfur-2-yl)methanes. Reaction of Furan Ring Opening - Benzofuran Ring Closure Type
Molecules 1999, 4(7), 219-231; doi:10.3390/40700219

Reactivity of a-Oxophosphonium Ylides: A Contribution to the Mechanistics

* , ,  and
Departamento de Química, Faculdade de Ciências e Tecnologia, Universidade de Coimbra, 3000 Coimbra, Portugal
* Author to whom correspondence should be addressed.
Received: 9 June 1999 / Accepted: 29 June 1999 / Published: 17 July 1999
Download PDF [48 KB, uploaded 18 June 2014]


Ylides 1f and 1g react with chlorine, with bromine and with N-chlorosuccinimide in the presence of a range of nucleophiles. The 2,3-disubstitutedbutenedioates obtained in this way allow us to gather more information about the mechanism involved. Ylide 1c was also studied showing similar reactivity and leading to the highly selective synthesis of 2,3-disubstituted-3-phenylpropenoates.
Keywords: phosphorus ylides; tetrasubstituted alkenes phosphorus ylides; tetrasubstituted alkenes
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
MDPI and ACS Style

Pinho e Melo, T.M.; D’A. Rocha Gonsalves, A.M.; Carrapato, S.M.S.; Taborda, A.M.O.M.P. Reactivity of a-Oxophosphonium Ylides: A Contribution to the Mechanistics. Molecules 1999, 4, 219-231.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here


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