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- Title
Cross-Coupling Synthesis of Methylallyl Alkenes: Scope Extension and Mechanistic Study.
- Authors
Tabélé, Clémence; Curti, Christophe; Kabri, Youssef; Primas, Nicolas; Vanelle, Patrice
- 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.
- Subjects
COUPLING reactions (Chemistry); METHYLATION; BORONIC acid derivatives; ALKENE synthesis; LEWIS acidity
- Publication
Molecules, 2015, Vol 20, Issue 12, p22890
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules201219886