Abstract
Abstract Herein, we report the palladium-catalyzed cyclization reactions of indoles bearing a propargyl chloride side chain at their 3-position. In the presence of an external nucleophile, such as a sulfonamide or malonate, indoles bearing a propargyl group at their 3-position gave fused tetracyclic spiroindolines preferentially. However, in the absence of an external nucleophile, the same substrates afforded spiroindoles. Our attempts to develop a catalytic asymmetric spirocyclization onto a propargylpalladium species are also presented in this paper.
Original language | English |
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Article number | 26723 |
Pages (from-to) | 6580-6585 |
Number of pages | 6 |
Journal | Tetrahedron |
Volume | 71 |
Issue number | 37 |
DOIs | |
Publication status | Published - 2015 Aug 7 |
Keywords
- Cascade cyclization
- Catalytic asymmetric reaction
- Palladium
- Spiroindole
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry