通过钯（II）催化的分子内β-氧钯化/烯烃插入/sp³-C-H键活化串联反应直接合成9-氯-1-苯并[b]呋喃并[3,4-b]氮杂卓-1-酮
Direct Access to 9-Chloro-1-benzo[]furo[3,4-]azepin-1-ones via Palladium(II)-Catalyzed Intramolecular -Oxypalladation/Olefin Insertion/sp-C-H Bond Activation Cascade.
作者信息
Karuppasamy Muthu, Vachan B S, Vinoth Perumal, Muthukrishnan Isravel, Nagarajan Subbiah, Ielo Laura, Pace Vittorio, Banik Subrata, Maheswari C Uma, Sridharan Vellaisamy
机构信息
Department of Chemistry, School of Chemical and Biotechnology , SASTRA Deemed University , Thanjavur 613401 , Tamil Nadu , India.
Department of Chemistry , National Institute of Technology, Warangal , Warangal 506004 , Telangana , India.
出版信息
Org Lett. 2019 Aug 2;21(15):5784-5788. doi: 10.1021/acs.orglett.9b01482. Epub 2019 Jul 16.
An efficient Pd(II)-catalyzed cascade approach was established for the synthesis of 9-chloro-1-benzo[]furo[3,4-]azepin-1-ones starting from -propargyl arylamines having a pendant α,β-unsaturated ester scaffold. The mechanism of this sequential process involved intramolecular -oxypalladation followed by olefin insertion and sp-C-Cl bond formation reactions. This high atom- and step-economical cascade sequence generated two heterocycle rings and three new bonds in a single synthetic operation.
建立了一种高效的钯（II）催化级联方法，用于从具有α，β-不饱和酯侧链骨架的炔丙基芳胺开始合成9-氯-1-苯并呋喃并[3,4 - ]氮杂卓-1-酮。该连续过程的机理涉及分子内氧钯化，随后是烯烃插入和sp-C-Cl键形成反应。这种高原子经济性和步骤经济性的级联序列在单一合成操作中生成了两个杂环和三个新键。
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