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Pd(II)催化的一步构建环烷并吲哚及其在(±)-阿朴斯皮定的形式合成中的应用。

Pd(II)-catalyzed one-step construction of cycloalkane-fused indoles and its application in formal synthesis of (±)-aspidospermidine.

机构信息

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai, 200032, China.

出版信息

Org Lett. 2014 Apr 4;16(7):2058-61. doi: 10.1021/ol500662f. Epub 2014 Mar 21.

Abstract

A highly efficient, redox-free Pd(II)-catalyzed tandem cyclization reaction initiated by intramolecular aminopalladation of alkynes followed by nucleophilic addition to nitriles is developed. This method provides a versatile approach for the synthesis of six- to eight-membered ring-fused indoles in one step and has also shown advantages in the formal synthesis of (±)-aspidospermidine.

摘要

发展了一种高效、无需氧化还原的 Pd(II)催化的串联环化反应,该反应由炔烃的分子内氨钯化引发,随后与腈进行亲核加成。该方法为一步法合成六至八元环稠合吲哚提供了一种通用方法,在(±)-阿朴斯皮林的形式合成中也表现出优势。

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