Direct C2‐Functionalization of Indoles Triggered by the Generation of Iminium Species from Indole and Sulfonium Salt

An indole core bearing a functional group on the C2 position is often found as a key structure in biologically active natural products and pharmaceuticals. Here, we report direct C2‐functionalization of indoles triggered by the formation of an iminium species generated from indole and a sulfonium re...

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Bibliographic Details
Published in:Chemistry : a European journal 2017-08, Vol.23 (45), p.10925-10930
Main Authors: Tayu, Masanori, Nomura, Kazuya, Kawachi, Koki, Higuchi, Kazuhiro, Saito, Nozomi, Kawasaki, Tomomi
Format: Article
Language:English
Subjects:
Biological activity
Chemistry
C−H functionalization
Drugs
iminium species
indole
Indoles
Natural products
Salts
sulfonium salt
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Summary:An indole core bearing a functional group on the C2 position is often found as a key structure in biologically active natural products and pharmaceuticals. Here, we report direct C2‐functionalization of indoles triggered by the formation of an iminium species generated from indole and a sulfonium reagent. The reaction proceeded under very mild conditions to give the corresponding C2‐substituted indole derivatives in good to high yields. Pulling the trigger: Direct C2‐functionalization of indoles triggered by the formation of an iminium species generated from indole and a sulfonium salt is demonstrated. The reaction proceeded under very mild conditions to give the C2‐substituted indole derivatives in good to high yields.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201702338