Synthesis of multi‐functionalized carbonyl compounds by palladium–catalysed γ‐substitution of MBH adducts with activated amides |
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| Authors: | Gao Pei‐Sen Zhang Jin‐Lei Li Ning Zheng Zhan Jiang Yuan Yang Gao Zi‐Wei Zhang Weiqiang Xu Li‐Wen |
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| Affiliation: | 1. School of Chemistry and Chemical Engineering, Shaanxi Normal University, Shaanxi, China;2. Key Laboratory of Organosilicon, Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzhou, China |
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| Abstract: | Catalytic allylic γ‐substitution with Morita‐Baylis‐Hillman (MBH) adducts for creating a new family of unsymmetrical dicarbonyl compounds was presented in this work, in which a variety of allylated amide products were achieved in good yields and high regioselectivity with excellent linear‐to‐branched ratios. Especially, it was found that the Pd/HZNU‐Phos complex exhibited remarkably high activity (with a TON up to 16800) in this transformation between dicarbonyl amides and MBH adducts. In addition, the possibly multisite interaction between multifunctional Pd/HZNU‐Phos catalyst system and substrates might responsible for its exceptionally high efficiency in this reaction. |
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| Keywords: | amide homogeneous catalysis Morita‐Baylis‐Hillman adducts multifunctional ligand palladium |
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