ArticleEuropean journal of organic chemistry2019
Mild and Practical Indole C2 Allylation by Allylboration of in situ Generated 3-Chloroindolenines.
Article in European journal of organic chemistry, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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4 citing papers in PubMed, 10 citations in OpenAlex.
- A Concise Total Synthesis of Tryprostatins A and B and Epimers.ACS omega · 2025Article
- Synthesis of tetracyclic spiroindolines by an interrupted Bischler-Napieralski reaction: total synthesis of akuammicine.Organic & biomolecular chemistry · 2021Article
- Synthesis of Carbazoles by a Diverted Bischler-Napieralski Cascade Reaction.Organic letters · 2021Article
- Iridium-Catalyzed Enantioselective Intermolecular Indole C2-Allylation.Angewandte Chemie (International ed. in English) · 2020Article
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4 authors at 1 institution in 1 country.
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Abstract
C2 allylation of indole derivatives is a challenging but important transformation given the biological relevance of the products. Herein we report a selective C2 allylation strategy that proceeds via allylboration of in situ-generated 3-chloroindolenines. The reaction is mild, practical, and compatible with a wide range of C3-substituted indoles. As allylboronates are readily accessible from commercial precursors, various substituted allyl moieties can be introduced using the same protocol. To showcase the utility of this method we applied it to the synthesis of the natural product, tryprostatin B.
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