Cross-Coupling Synthesis of Methylallyl Alkenes: Scope Extension and Mechanistic StudyReportar como inadecuado




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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





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Academic Editor: Derek J. McPhee

Abstract 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





Autor: Clémence Tabélé, Christophe Curti, Youssef Kabri, Nicolas Primas and Patrice Vanelle *

Fuente: http://mdpi.com/



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