PsfMiunr-medistd haaoennufstion ofinterred tdkynes withresin-bound o-iodomdm ""e dwivadves 4 or 5a pmided diverse trisubstituted indoles 6 in goodyields. The fecile reactionof trirnethylsilylalkynes sfforded resin-bound precursors usefrdforobtainirrg other 2-substituted indolederivadves, suchas 12.
Synthesis of indoles via palladium-catalyzed heteroannulation of internal alkynes
โ Scribed by Larock, Richard C.; Yum, Eul Kgun
- Book ID
- 115479448
- Publisher
- American Chemical Society
- Year
- 1991
- Tongue
- English
- Weight
- 287 KB
- Volume
- 113
- Category
- Article
- ISSN
- 0002-7863
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๐ SIMILAR VOLUMES
The palladium-catalyzed heteroannulation of internal alkynes using orthoaminoiodopyridine derivatives is described. This experimentally simple procedure, which employs a Pd(dppf)C12/LiCl/Na~CO 3 reagent system, allows rapid and reliable access to a structurally diverse range of 5-, 6-and 7-azaindole
A number of heterocycles have been synthesized regioselectively in good yields by treating appropriate functionally-substituted vinylic halides with internal alkynes in the presence of a palladium catalyst.
Various 1,2, quinolines were synthesized by palladium-catalyzed heteroannulation of 4-amino-3-iodoquinoline derivatives and internal alkynes. The 1,2,3-trisubstituted pyrrolo[3,2-c]quinolines could be further transformed by desilylation, debenzylation, or substitution.