Synthesis of 6-allyl and 6-heteroarylindoles by palladium catalyzed Stille cross-coupling reaction
โ Scribed by Rachid Benhida; Florence Lecubin; Jean-Louis Fourrey; Lucrecia Rivas Castellanos; Leticia Quintero
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 124 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
Several 6-allyl and 6-heteroarylindoles have been synthesized in high yield by means of palladium catalyzed cross-coupling reactions between tributyltin derivatives and 6-haloindoles to give useful intermediates for the synthesis of analogues of biologically active natural products.
๐ SIMILAR VOLUMES
Myrcene and e-farnesene have been synthesized by the zinc chloride catalyzed coupling reaction of (2-methylene-3-butenyl)trimethyltin with prenyl bromide and geranyl bromide, respectively; vitamin K1 was synthesized by a similar coupling reaction. The palladium catalyzed cross-coupling reaction of a
Pinacol boronates 2 couple efficiently with allyl acetates 1 in the presence of a palladium catalyst prepared in situ from PdCl 2 and TFP to give the coupled products 3 in moderate to good yields under mild conditions.