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

Autor: Clémence Tabélé, Christophe Curti, Youssef Kabri, Nicolas Primas, Patrice Vanelle
Jazyk: angličtina
Rok vydání: 2015
Předmět:
Zdroj: Molecules, Vol 20, Iss 12, Pp 22890-22899 (2015)
Druh dokumentu: article
ISSN: 1420-3049
DOI: 10.3390/molecules201219886
Popis: 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.
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