Pd-catalyzed oxidative homo-coupling of acrylates and aromatic alkenes for the conjugated diene synthesis

[Display omitted] •A direct method for the preparation of conjugated dienes is proposed.•The reaction is proceeded via CH bond functionalization of alkenes.•The use of ligand L4 is essential for the success of reaction.•Both the ester and aryl groups on the alkenes are tolerated. We developed a bide...

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Bibliographic Details
Published inTetrahedron letters Vol. 59; no. 34; pp. 3238 - 3241
Main Authors Zhu, Ting, Li, Zhen, Xiao, Fanhua, Duan, Wei-Liang
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 22.08.2018
Elsevier
Subjects
Acrylates
Aromatic alkenes
C[sbnd]H bond activation
Chemistry
Chemistry, Organic
Conjugated dienes
Pd-catalysis
Physical Sciences
Science & Technology
Acrylates
Aromatic alkenes
Pd-catalysis
CH bond activation
Conjugated dienes
ACIDS
ARENES
BONDS
C-H bond activation
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Summary:[Display omitted] •A direct method for the preparation of conjugated dienes is proposed.•The reaction is proceeded via CH bond functionalization of alkenes.•The use of ligand L4 is essential for the success of reaction.•Both the ester and aryl groups on the alkenes are tolerated. We developed a bidentate monoanionic nitrogen ligand that was effective in the Pd-catalyzed oxidative homo-coupling reaction of acrylates and aromatic alkenes. In the presence of Pd(OAc)2/ligand several conjugated dienes were obtained in good yields with high stereoselectivities.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2018.06.026