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A Practical, Multi-gram Synthesis of (±)-Herbindole A, (±)-Herbindole B, and (±)-Herbindole C from a Common Intermediate via 6,7-Indole Aryne Cycloaddition and Pd(0)-Catalyzed Cross-Coupling Reactions

A practical, multi-gram 10-step synthesis of racemic herbindole A, B, and C from a common intermediate is described. The key step features a remarkably regioselective C-7 metal-halogen exchange and elimination from a Bartoli-generated N-t-butyldimethylsilyl-4,6,7-tribromo-5-methylindole scaffold to...

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Détails bibliographiques
Publié dans:Tetrahedron Lett
Auteurs principaux: Chandrasoma, Nalin, Pathmanathan, Sivadarshini, Buszek, Keith R.
Format: Artigo
Langue:Inglês
Publié: 2015
Sujets:
Accès en ligne:https://ncbi.nlm.nih.gov/pmc/articles/PMC4620576/
https://ncbi.nlm.nih.gov/pubmed/26516291
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1016/j.tetlet.2015.02.064
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