Next Article in Journal
Guignardones P–S, New Meroterpenoids from the Endophytic Fungus Guignardia mangiferae A348 Derived from the Medicinal Plant Smilax glabra
Previous Article in Journal
The Sensitivity of Endodontic Enterococcus spp. Strains to Geranium Essential Oil
Open AccessArticle

Cross-Coupling Synthesis of Methylallyl Alkenes: Scope Extension and Mechanistic Study

Aix-Marseille Université, CNRS, ICR, UMR 7273, Laboratoire de Pharmaco-Chimie Radicalaire, Faculté de Pharmacie, 27 Boulevard Jean Moulin–CS30064, 13385 Marseille cedex 05, France
*
Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Molecules 2015, 20(12), 22890-22899; https://doi.org/10.3390/molecules201219886
Received: 20 November 2015 / Revised: 9 December 2015 / Accepted: 14 December 2015 / Published: 21 December 2015
(This article belongs to the Section Organic Chemistry)
Cross-coupling reactions between 2-methyl-2-propen-1-ol and various boronic acids are used to obtain aromatic-(2-methylallyl) derivatives. However, deboronation or isomerization side reactions may occur for several boronic acids. We describe herein the synthesis of original alkenes with good yields under mild reaction conditions that decrease these side reactions. The scope of this environmentally benign reaction is thereby extended to a wide variety of boronic acids. A mechanistic study was conducted and suggested a plausible catalytic cycle mechanism, pointing to the importance of the Lewis acidity of the boronic acid used. View Full-Text
Keywords: palladium; cross-coupling reactions; boronic acids; allyl alcohol palladium; cross-coupling reactions; boronic acids; allyl alcohol
Show Figures

Figure 1

MDPI and ACS Style

Tabélé, C.; Curti, C.; Kabri, Y.; Primas, N.; Vanelle, P. Cross-Coupling Synthesis of Methylallyl Alkenes: Scope Extension and Mechanistic Study. Molecules 2015, 20, 22890-22899.

Show more citation formats Show less citations formats

Article Access Map by Country/Region

1
Search more from Scilit
 
Search
Back to TopTop