通过钯催化的芳基硼酸与α,β-不饱和酯的串联共轭加成/环化反应合成β,β-二取代茚酮。
Synthesis of β,β-Disubstituted Indanones via the Pd-Catalyzed Tandem Conjugate Addition/Cyclization Reaction of Arylboronic Acids with α,β-Unsaturated Esters.
机构信息
State Key Laboratory of Organometallic Chemistry, ‡Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.
出版信息
J Org Chem. 2017 Oct 6;82(19):9988-9994. doi: 10.1021/acs.joc.7b01364. Epub 2017 Sep 13.
Under Pd catalysis with a newly synthesized electron-deficient heterocycle, 2-(4,5-dihydroimidazol-2-yl)pyrimidine (as the ligand), the reaction of α,β-unsaturated esters with arylboronic acids afforded a wide range of 3,3-disubstituted indan-1-ones bearing a quaternary carbon in high yields. Mechanistic studies revealed that the reaction involves a tandem conjugate addition/1,4-Pd shift followed by a cyclization.
在新型合成的缺电子杂环（作为配体）的钯催化下，α,β-不饱和酯与芳基硼酸反应生成了一系列含有季碳的 3,3-二取代茚满-1-酮，产率很高。机理研究表明，该反应涉及串联共轭加成/1,4-Pd 迁移，然后是环化。
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